pyrazoles-derivatives

Huppatz, John L. published the artcileSystemic fungicides. The synthesis of pyrazolo[1,5-a]pyrimidine analogs of carboxin, SDS of cas: 23286-70-6, the publication is Australian Journal of Chemistry (1985), 38(1), 221-30, database is CAplus.

Pyrazolo[1,5-a]pyrimidines I (R = H, Me, HO, Cl, Me₂N; R¹ = H, Me, Pr, HO, Cl) and II (R² = H, Br; R³ = CONHPh, CO₂Et, CO₂H, NO₂), structural analogs of the systemic fungicide carboxin, were prepared A common intermediate incorporating structural features desirable for fungicidal activity, pyrazole-4-carboxamide III, was used to prepare pyrazolo[1,5-a]pyrimidines variously substituted in positions 5 and 7 of the ring system. Bromination of I (R = R¹ = H) occurred preferentially in the Ph ring and II (R² = Br; R³ = CO₂Et) was prepared by bromination of II (R² = H; R³ = CO₂Et) (IV). Attempted nitration of the ester IV resulted in displacement of the ethoxycarbonyl substituent by a nitro group. The simplest pyrazolo[1,5-a]pyrimidine I (R = R¹ = H) showed a high level of fungicidal activity in fungal growth assays of Basidiomycete species, but compounds substituted in the pyrimidine ring were inactive.

Australian Journal of Chemistry published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, SDS of cas: 23286-70-6.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Graubaum, Heinz published the artcileAcyl migrations on 3(5)-aminopyrazole, Recommanded Product: 3-Acetamidopyrazole, the publication is Journal fuer Praktische Chemie/Chemiker-Zeitung (1993), 335(7), 585-8, database is CAplus.

3-Aminopyrazole forms 3 isomeric monoacylation products [I–III, R = Me, Et, Ph, 4-Me₂CHC₆H₄, 4-ClC₆H₄], 4 diacylation products and 3 triacylation products by reaction with RNCO. Acetamides IV [R¹ = RNHCO, R = Me, Et, Ph; R¹ = C(:NH)OR², R² = 4-MeOC₆H₄, 4-MeC₆H₄, 4-ClC₆H₄] were obtained from 3-acetylaminopyrazole and RNCO or R²OCN. Acyl migrations are observed depending on the reaction temperature and the structure of the acyl residue.

Journal fuer Praktische Chemie/Chemiker-Zeitung published new progress about 3553-12-6. 3553-12-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Amide, name is 3-Acetamidopyrazole, and the molecular formula is C5H7N3O, Recommanded Product: 3-Acetamidopyrazole.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Finar, I. L. published the artcilePreparation and properties of some bipyrazolyls, Application of 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid, the publication is Journal of the Chemical Society (1955), 1205-8, database is CAplus.

The synthesis of 5,5′-dimethyl-1,1′-diphenyl-(I) and 1,1′,5,5′-tetraphenyl-3,3′-bipyrazolyl (II) was repeated, and the 3,5′-isomer (III) of the latter was isolated. Evidence was given for the orientations of these two isomers, and some 4,4′-disubstituted derivatives of I, II, and III were prepared (CO₂Et)₂ (IV) (36.5 g.) and 29 g. dry Me₂CO were added during 25 min. to NaOMe (from 12.5 g. Na) under Et₂O at 0°, the mixture was stirred for 2 days to give 21-38% octane-2,4,5,7-tetraone (V), yellow needles, m. 120-1° (from MeOH). IV (36.5 g.) and 1/2 of 16 g. PhCOMe were similarly treated, the other 1/2 added 4 hrs. later, and the mixture stirred 3 days to give 62-74% 1,6-diphenylhexane-1,3,4,6-tetraone (VI), yellow needles, m. 177-9°. V (3.4 g.) was heated with 4.3 g. PhNHNH₂ in HOAc for 1 hr. to give 3.4 g. I, buff needles, m. 141-2°. VI (47.2 g.) was similarly treated 3-4 hrs. with 34.6 g. PhNHNH₂ to give 35.2 g. II, m. 233°. The filtrate was diluted with H₂O and then crystallized to yield 12.2 g. III, white needles, m. 135-6°. VI (58.8 g.) in HOAc was treated during 2.75 hrs. with 21.6 g. PhNHNH₂ in HOAc, heated for a further 1.25 hrs., and set aside for 2 days to give after fractional crystallization unchanged starting material, II, and 3-(α-benzoylacetyl)-1,5-diphenylpyrazole (VII), yellow needles, m. 164-6.5°. VII on oxidation with alk. KMnO₄ yielded 1,5-diphenylpyrazole-3-carboxylic acid (VIII), m. 185-6°. VII (2.9 g.) and 0.97 g. PhNHNH₂ in HOAc heated 1 hr., and kept at room temperature overnight gave 2.4 g. II and 1 g. III. The infrared spectra of II and III were complex and similar. In general, the lowering of the symmetry as in III increases the number of bands. III in the 1600-650 cm.^-1 region had 25 strong bands. Bischler’s method [Ber. 25, 3143(1892)] of preparing VIII was modified as follows: MeCOCH₂CO₂Et (30 g.) was refluxed 6 hrs. with 5.4 g. Na wire under Et₂O, then 46 g. BzCH₂Br in Et₂O was added to maintain gentle reflux, then refluxed 2 hrs., and set aside overnight to give 56 g. AcCH(CH₂Bz)CO₂Et (IX) as a red oil. IX (12.4 g.) in EtOH was treated in the cold with 4.65 g. PhN₂Cl, and then 16.4 g. NaOAc in H₂O, the mixture set aside 24 hrs. in ice, and the oil which separated heated 15 min. with 6 g. NaOH in a little H₂O to give 6.7 g. VIII. I in CHCl₃ was treated with Br at room temperature to yield 4,4′-dibromo-5,5′-dimethyl-1,1′-diphenyl-3,3′-bipyrazolyl, rods, m. 159-60°. 4,4′-Dibromo-1,1′,5,5′-tetraphenyl-3,3′-bipyrazolyl, plates, m. 272-3°. 4,4′-Dibromo-1,1′,3′,5-tetraphenyl-3,5′-bipyrazolyl, white rosettes, m. 200-1°. II (13.2 g.) in HOAc and 26 cc. concentrated HCl was heated 2 hrs. with 2.4 g. paraformaldehyde to give the 4,4′-bis(chloromethyl) derivative, white needles, (6.2 g.), m. 274-6°. I (3.14 g.) in HOAc was heated 0.5 hrs. with 6.37 g. HgAc₂ to yield 4.8 g. 4,4′-bis(acetoxymercuri) compound (X), white needles, m. 204-4.5° (aqueous HOAc). II (4.38 g.) similarly treated yielded after 5 hrs. refluxing 7.6 g. 4,4′-bis(acetoxymercuri)-1,1′,5,5′-tetraphenyl-3,3′-bipyrazolyl (XI), white powder, m. 271.5°. The mercuri compounds when treated with HOAc and Br at room temperature gave the corresponding 4,4′-di-Br compounds X refluxed with dilute HCl gave I; however, XI had to be refluxed for some time with HOAc containing concentrated HCl before II could be obtained.

Journal of the Chemical Society published new progress about 13599-22-9. 13599-22-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid,Benzene, name is 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid, and the molecular formula is C16H12N2O2, Application of 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Feid-Allah, Hassan M. published the artcileTrisubstituted pyrazoles of possible antidiabetic and antibacterial activity, Related Products of pyrazoles-derivatives, the publication is Pharmazie (1981), 36(11), 754-6, database is CAplus.

Condensation of benzalacetone and dibenzalacetone with 4-H₂NSO₂C₆H₄NHNH₂ (I) and 2-pyridylhydrazine led to the corresponding hydrazones. These were readily cyclized to pyrazolines on heating with HCl. The reaction of substituted benzalacetophenones with I and 2-pyridylhydrazine gave the pyrazoline derivatives directly. Oxidation of the pyrazolines with Br-H₂O afforded the pyrazoles. Reaction of epoxy-p-methoxybenzalacetophenone with I gave a hydroxapyrazoline which oxidized to the hydroxypyrazole with Br-H₂O. Condensation of acylhydrazines with substituted benzalacetophenones afforded the corresponding acylhydrazones.

Pharmazie published new progress about 71203-35-5. 71203-35-5 belongs to pyrazoles-derivatives, auxiliary class GPCR/G Protein,Ras, name is 4-(5-(4-Methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C22H21N3O3S, Related Products of pyrazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

De Mendoza Sans, Javier published the artcileSynthesis of N-non-substituted 3(5)-hydrazino pyrazoles, Quality Control of 3553-12-6, the publication is Revista de la Real Academia de Ciencias Exactas, Fisicas y Naturales de Madrid (1971), 65(4), 739-839, database is CAplus.

A thesis with 68 references (5)-Amino-4-(ethoxycarbonyl)pyrazole (I) was hydrolyzed and decarboxylated to give 80% 3(5)-amino-pyrazole. I was diazotized and reduced to the corresponding hydrazine. Similarly I was diazotized and coupled to β-naphthol in base to give the asym-triazine (II).

Revista de la Real Academia de Ciencias Exactas, Fisicas y Naturales de Madrid published new progress about 3553-12-6. 3553-12-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Amide, name is 3-Acetamidopyrazole, and the molecular formula is C5H7N3O, Quality Control of 3553-12-6.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

D’Alcontres, G. Stagno published the artcileHydrogenation of isoxazoles with Raney nickel, Quality Control of 13599-22-9, the publication is Gazzetta Chimica Italiana (1950), 441-55, database is CAplus.

The object of the work was to ascertain whether 4-isoxazolines are capable of existence and whether it is possible to prepare them by hydrogenation of isoxazole (I) and its derivatives by a reaction analogous to that of the formation of pyrazolines from pyrazoles [Ber. 26, 100(1893)]. Under the conditions used by Claisen with I derivatives, the ring is opened with formation of the isomeric imino ketones, NH:CRCHR’COR” (IA) (cf. Ber. 24, 3912(1891)), so a less drastic method had first of all to be derived. To this end, Raney Ni (II) in neutral alc. or aqueous media at room temperature and atm. pressure (according to the nature of the I derivative) was tested as a catalyst. In all cases, hydrogenation progressed smoothly, but in no case was a cyclic isoxazoline isolated, and, on addition of 1 H mol., opening of the nucleus occurred, with formation of IA. The experiments confirm the instability of the cyclic system of 4-isoxazolines, which are probably incapable of existence, or at least it is probably impossible to synthesize them by hydrogenation of the I nucleus (Panizzi, C.A. 40, 7190.1). I (2 g.) in 20 cc. alc. and 1.5 g. II, hydrogenated and filtered, give a liquid which has the odor of NH₃, is alk. to litmus, gives a blood-red color with FeCl₃, and reduces warm NH₃AgNO₃. This reaction liquid (15 cc., i.e., 0.5 the total) and p-O₂NC₆H₄NHNH₂ (III), allowed to stand 1 hr., filtered, and the residue (1.54 g.) purified by dilute EtOH and animal charcoal, yields 1-(p-nitrophenyl)pyrazole (IV), m. 168.5-9°, insoluble in aqueous alkalies and gives no color with them. The other half of the reaction liquor gives no precipitate with H₂NCONHNH₂.HCl and NaOAc, even after several days. 1-Phenylpyrazole (2 g.), poured very slowly into ice-cold fuming HNO₃ (much heat is evolved), allowed to stand, poured into ice water, and the precipitate (3.1 g.) purified by EtOH, yields IV. Dimethylisoxazole (5 g.) in 50 cc. alc. and 2.5 g. II, hydrogenated, filtered, slowly evaporated, and the sirupy residue allowed to stand in vacuo until crystallized, yields MeC(:NH)CH₂Ac (V), m. 43° (from EtOH) [cf. Ber. 24, 3915(1881); Bull. soc. chim. 7, 779(1892)]. V (0.5 g.) in dilute AcOH and III in AcOH give a precipitate of 1-(p-nitrophenyl)-3,5-dimethylpyrazole (VI), light yellow, m. 99.5-100° (from dilute EtOH). VI (0.35 g.) in 10 cc. dilute H₂SO₄, distilled, part of the distillate treated with III, and the precipitate purified by EtOH, yields VI. Another part of the distillate and KOH distilled, and the distillate treated with III, give a p-nitrophenylhydrazone, m. 148.5°. The mother liquor gives the reaction of AcOH. The distillation residue, treated with H₂SO₄, and made alk., evolves NH₃. Diphenylisoxazole (1.5 g.) in 80 cc. alc. and 3 g. II, hydrogenated (with FeCl₃ the reaction liquor turns dark green, then red) and evaporated, yields dibenzoylmethaneimide, PhC(:NH)CH₂Bz (VII), m. 97° (from alc.), soluble in acids and reprecipitated by aqueous alkali carbonates. VII (0.5 g.) in 20 cc. dilute H₂SO₄, refluxed 30 min., half of the liquid saturated with (NH₄)₂SO₄, extracted with Et₂O, the extract dried, and the residue purified by EtOH, yields the compound C₁₅H₁₂O₂, m. 77-8°; FeCl₃ turns its alc. solutions violet-red. The other half of the liquid, extracted with Et₂O, and the residue treated with concentrated KOH, evolves NH₃. VII (0.2 g.) in dilute AcOH and PhHNNH₂ (VIII), heated to boiling and allowed to stand, yield 1,3,5-triphenylpyrazole, m. 137-8° (from Et₂O) [cf. Ber. 21, 1206(1888); Ann. 308, 252(1889)]. O.N:CMe.CH:CCO₂Na (4 g.) in 40 cc. water and 2 g. II, hydrogenated, filtered, and the green filtrate kept in vacuo, leaves a sirupy residue (IX) whose aqueous solutions are alk. to litmus, turn blood-red with FeCl₃, and with KOH evolve NH₃. Aqueous IX and III give 1-(p-nitrophenyl)-3-methyl-5-pyrazolecarboxylic acid, m. 231° (from EtOH) (cf. Musante and Berretti, C.A. 44, 4905a). VIII (2 cc.), 7 cc. water, 0.3 cc. glacial AcOH, and 0.3 g. IX, heated and allowed to stand yield 1-phenyl-3-methyl-5-carboxypyrazole, m. 189-90° (from hot water), decompose 200-10°, with evolution of CO₂ and formation of 1-phenyl-3-methylpyrazole. VIII (1 g.) in 25 cc. dilute H₂SO₄, boiled, saturated with (NH₄)₂SO₄, extracted with Et₂O, and the extract evaporated yields the compound C₅H₆O₄ (IX), m. 98° (from C₆H₆). IX (0.1 g.) in boiling aqueous KOH evolves Me₂CO, and the distillate gives with III a p-nitrophenylhydrazone, yellow, m. 148°. The distillation residue, acidified with AcOH, and aqueous CaCl₂ added, precipitates Ca oxalate (X). O.N:C(CO₂Na).CH:CMe (3.5 g.) in 40 cc. water and 2 g. II, hydrogenated, and the filtered product evaporated, gives a green sirupy product, which with III yields 1-(p-nitrophenyl)-3-methyl-5-pyrazolecarboxylic acid (XI), m. 231° (from EtOH), turns intense red with FeCl₃; with KOH its aqueous solutions evolve NH₃; boiling in dilute H₂SO₄ and extraction with Et₂O yields a compound m. 98°. O.N:C(CO₂Et).CH:CHMe (5 g.) in 40 cc. alc. and 2 g. II, hydrogenated (the mixture turns brown, is alk., and gives with FeCl₃ a cherry-red solution), and the filtered product allowed to evaporate, yields a compound (XII), C₇H₁₁O₃N, m. 109-10° (from EtOH), soluble in dilute aqueous alkalies; in boiling aqueous KOH it evolves NH₃ and Me₂CO, and the residue contains X. XII and III in dilute AcOH precipitate a compound which, purified by dilute EtOH and animal charcoal, yields Et 1-(p-nitrophenyl)-3-methyl-5-pyrazolecarboxylate (XIII), yellowish, m. 78-9°. Alc. XIII (0.5 g.) and 0.4 g. KOH in 4 cc. water, refluxed 75 min., evaporated, the residue taken up in water, filtered, the filtrate acidified with HCl, and the precipitate purified by EtOH and animal charcoal, yield XI. O.N:CPh.C(CO₂Na):CMe (1.2 g.) in 25 cc. water and 1 g. II, hydrogenated (the product is alk. and turns red with FeCl₃), and evaporated, leaves a sirup (XIV), which with HCl evolves CO₂. XIV and KOH evolve NH₃; distillation (odor of BzMe) and treatment of the distillate with III in AcOH gives p-O₂NC₆H₄NHN:CPhMe. The mother liquor, saturated with (NH₄)₂SO₄, extracted with Et₂O, and the extract evaporated, leaves HCO₂H. Aqueous XIV and dilute H₂SO₄ (1:1), allowed to stand until no more CO₂ is evolved, saturated with NH₃, extracted with Et₂O, and the extract evaporated, leave a yellow acidic oil (XV) which reduces NH₃-AgNO₃. XV, exactly neutralized with dilute NaOH, and aqueous PhNH₂.HCl added, yields BzCH₂CH:NPh, m. 140-1° (from EtOH) [cf. Ber. 20, 2192(1887)]. O.N:C(CO₂Na).CH:CPh (2 g.) in 30 cc. water and 1 g. II, hydrogenated, the reaction liquor (alk. to litmus and turns orange-red with FeCl₃) acidified with dilute H₂SO₄, filtered (the filtrate has the odor of NH₃), and the residue purified by C₆H₆, yield PhC(:NH)CH₂COCO₂H (XVI), m. 161° (decomposition) (Mumm and Münchmeyer, C.A. 5, 703). XVI (0.48 g.) in dilute AcOH and VIII in AcOH give a precipitate of diphenylpyrazolecarboxylic acid (XVII), m. 185° (from C₆H₆) [cf. Ber. 20, 2186(1887)]. XVII, heated until no more CO₂ is evolved, then at 250°, the yellow oil allowed to solidify in vacuo, dissolved in aqueous HCl, and water added, precipitates a compound, C₁₅H₁₂N₂ (XIX), m. 55-6°. XIX in dilute H₂SO₄, refluxed 1 hr., allowed to stand, filtered, and the residue purified by boiling water, yields a compound, C₁₀H₈O₄.2H₂O (XX), m. 156-8° (decomposition to BzMe); its aqueous solutions are acid to litmus; its solutions in concentrated H₂SO₄ are purple-red (decolorized by dilution with water). Na salt, precipitates with aqueous FeSO₄ a dark blue compound and, fused with resorcinol, gives a dark red product. The mother liquor from XX and aqueous KOH evolve NH₃. O.N:CMe.C(CO₂Na):CPh (3.1 g.) in 20 cc. water and 1.5 g. II, hydrogenated, the liquid (yellow, alk., and turns intense red with FeCl₃), acidified with dilute HCl, evaporated, and the residue purified by boiling EtOH, yield a compound C₁₁H₁₁O₃N (XXI), m. 89-90°. XXI in dilute H₂SO₄, distilled, and the distillate allowed to stand, yields a compound, C₁₀H₁₀O₂, m. 60-1°, soluble in aqueous alk. carbonates, with FeCl₃ turns Bordeaux red. Treatment of the mother liquor with aqueous KOH yields NH₃. XXI in dilute AcOH and VIII in AcOH give 1-(p-nitrophenyl)-3-methyl-5-phenylpyrazole, m. 100-1° (from MeOH) (Reilly, et al., C.A. 26, 452).

Gazzetta Chimica Italiana published new progress about 13599-22-9. 13599-22-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid,Benzene, name is 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid, and the molecular formula is C16H12N2O2, Quality Control of 13599-22-9.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Cusmano, Sigismondo published the artcileTransformation of 3-isoxazolecarboxylic acids into pyrazole derivatives. IV, HPLC of Formula: 13599-22-9, the publication is Gazzetta Chimica Italiana (1940), 227-35, database is CAplus.

cf. C. A. 34, 7903.8. The transformation of 3-isoxazolecarboxylic acids into pyrazolonimines by fusion with PhNHNH₂ may proceed by decarboxylation followed by ring closure of the resulting cyano ketone phenylhydrazone. To test this hypothesis the fusion was repeated in the presence of Natur Kupfer C (I) (or ordinary reduced Cu) so that, at the lower decarboxylation temperatures it might be possible to isolate the phenylhydrazone prior to ring closure and so shed some light on the mechanism of the reaction. A mixture of 1 g. of 5-phenyl-3-isoxazolecarboxylic acid (II), 1 g. I and 1 g. PhNHNH₂ in 20 cc. alc. was boiled for a few min. over a free flame, filtered, alkalinized with Na₂CO₃, extracted free from PhNHNH₂ with ether, acidified with dilute H₂SO₄, and extracted with ether. The residue from the evaporated extract gave 1,5-diphenyl-3-pyrazolecarboxylic acid (III), m. 185° (Et ester, m. 98°), decarboxylated by fusion to give 1,5-diphenylpyrazole, m. 55°, and identical with the known acid prepared by the action of PhNHNH₂ on BzCH₂COCO₂H. A similar transformation of 5-methyl-3-isoxazolecarboxylic acid (IV) gave 1-phenyl-5-methyl-3-pyrazolecarboxylic acid, m. 136° (Me ester, m. 55°), decarboxylated to 1-phenyl-5-methylpyrazole, transformed into the known picrate, m. 98°. In these transformations alc. can be replaced by other solvents. In the absence of I or in the presence of PhNH₂ instead of PhNHNH₂ the isoxazolecarboxylic acid is recovered unchanged.

Gazzetta Chimica Italiana published new progress about 13599-22-9. 13599-22-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid,Benzene, name is 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid, and the molecular formula is C16H12N2O2, HPLC of Formula: 13599-22-9.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Chaudhari, Parthiv Kantilal published the artcileSynthesis and biological evaluation of 4,5-dihydro-4-(1-aryl-3-methyl-5-chloro-1h-pyrazol-4-yl)-1-phenyl-3-methyl-1H-pyrazolo[3,4-d]pyrimidine-6-thiol, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Journal of Ultra Chemistry (2012), 8(1), 41-48, database is CAplus.

The synthesis of 4,5-dihydro-4-(4,5-dihydro-3-methyl-1-phenyl-1H-pyrazol-4-yl)-1-aryl-3-methyl-1H-pyrazolo[3,4-d]pyrimidine-6-thiol were undertaken by the condensation of 1-aryl 3-methyl-1H-pyrazol-5(4H)-one with thiourea and 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde. The constitution of the products were characterized by using elemental anal. IR, 1 NMR and mass spectral data. The products were assayed for their in vitro biol. assay like antibacterial activity towards gram pos. and Gram neg. bacterial strain and antifungal activity towards Aspergillus nigor MICC-282 and Candida albicans MTCC-227 at a concentration of 40 μg/mL.

Journal of Ultra Chemistry published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C10H9ClN2O, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Arnold, Z. published the artcileSynthetic reactions of dimethylformamide. XVI. Formylalion of γ-picoline, SDS of cas: 19959-71-8, the publication is Collection of Czechoslovak Chemical Communications (1963), 863-8, database is CAplus.

cf. CA 59, 439h. Treatment of γ-picoline (I) with (Me₂NCH:NMe₂)⁺ClO₄^– (II) gave 4-(β-dimethylaminovinyl)pyridine (III) which reacted with IICONMe₂ (DMF) and COCl₂ to give α-(4-pyridyl)-β-dimethylaminoacrolein (IV), also obtained by treatment of I with DMF and COCl₂ or POCl₃. Alk. hydrolysis of IV afforded 4-pyridylmalonic dialdehyde (V). V with N₂H₄ gave 4-(4-pyridyl)pyrazole (VI), with H₂NCONHNH₂ (VII), 4-(4-pyridyl)pyrazole-1-carboxamide (VIII), with H₂NCSNHNH₂ (IX), α-(4-pyridyl)-β-thiosemicarbazinoacrolein (X), and with NH₃, 5-(4-pyridyl)pyrimidine (XI). To a mixture obtained from 0.26 g. Na and 100 ml. liquid NH₃, 1.86 g. I was added at -60°, followed, after 15 min., by 4 g. powd. II. After cooling and stirring for 15 addnl. min., the NH₃ was evaporated, the residue treated with 20 ml. C₆H₆ and 3 ml. H₂O, the aqueous layer extracted with C₆H₆, the extract washed with H₂O, dried, filtered, and evaporated to give 1.55 g. (52%) III, m. 101-2° (MeCOEt at -60°). Adding 1.5 g. III to a solution prepared by adding 5 ml. 3N COCl₂ in CHCl₃ to 3.65 g. DMF in 25 ml. CHCl₃, stirring the mixture 30 min. at room temperature, refluxing 6 hrs., treating with a saturated solution of K₂CO₃, extracting with 1:1 C₆H₆-EtOH, evaporating, and extracting the residue with C₆H₆ gave 1.4 g. (79%) IV, R_f 0.65 (Whatman Number 4 paper in MeCOEt-H₂O), m. 90-2° (MeCOEt at -70°), also obtained by adding 1.86 g. I to a reagent prepared from 21.9 g. DMF and 9.2 g. POCl₃, heating the mixture 6 hrs. at 70°, adding it to 70 ml. saturated solution of K₂CO₃ covered with 30 ml. 1:1 C₆H₆EtOH, filtering the salts, extracting the filtrate with the above mixture, drying the extract with anhydrous K₂CO₃, evaporating, extracting the residue with C₆H₆, and evaporating to dryness in vacuo, yield 3.2 g. (91%) crude, 2.4 g. (68%) pure. IV was also obtained in 51% yield by stirring a mixture of 0.93 g. I in 3 ml. CHCl₃, 7.3 g. DMF in 25 ml. CHCl₃, and 10 ml. 3N COCl₂ in CHCl₃ 1 hr. at room temperature and 5 hrs. at reflux. Heating 0.176 g. IV with 0.11 g. 50% KOH and a few drops H₂O to 70°, cooling the mixture, precipitating with concentrated KOH a potassium salt of V, filtering it off with suction, dissolving in H₂O, and acidifying the solution gave V, m. >320° (H₂O), also obtained in 80% yield by heating a mixture of 21.9 g. DMF, 9.2 g. POCl₃, and 1.86 g. I 6 hrs. at 70°, cooling, treating with 70 g. ice and a solution of 12 g. NaOH in 20 ml. H₂O at 20°, heating the mixture 10 min. at 90°, cooling, and acidifying with 1:1 HCl to pH 7. Treatment of 0.15 g. V with an equal amount of 90% N₂H₄ afforded VI, m. 198-9° (H₂O). Mixing a solution of 0.15 g. V in 6 ml. N HCl with a solution of 0.11 g. VII.HCl in 3 ml. N HCl gave VIII, m. 230°. Similar treatment of V with 0.09 g. IX gave X, m. 200°. Heating 0.3 g. V with 10 ml. NH₃ in EtOH 3 hrs. at 120° in a stainless steel autoclave, filtering the mixture with activated C, and evaporating in vacuo gave 0.12 g. XI, m. 107.5-8.5° (MeCOEt).

Collection of Czechoslovak Chemical Communications published new progress about 19959-71-8. 19959-71-8 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Pyridine, name is 4-(1H-Pyrazol-4-yl)pyridine, and the molecular formula is C8H7N3, SDS of cas: 19959-71-8.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Anonymous published the artcileCrystalline forms of intermediates used in the preparation of (3S)-N-[5-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-yl]-3-hydroxypyrrolidine-1-carboxamide and its salts, COA of Formula: C6H3ClN4O2, the publication is IP.com Journal (2019), 19(4A), 1-11, database is CAplus.

Synthesis and crystallinity of intermediates used in the preparation of (3S)-N-[5[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-yl]-3-hydroxypyrrolidine-1-carboxamide and its salts was reported.

IP.com Journal published new progress about 1363380-51-1. 1363380-51-1 belongs to pyrazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Chloride,Nitro Compound, name is 5-Chloro-3-nitropyrazolo[1,5-a]pyrimidine, and the molecular formula is C6H3ClN4O2, COA of Formula: C6H3ClN4O2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics