Category: 934-48-5

Cyanoethylhydrazide in the preparation of nitrogen heterocycles. II. 1-Acyl-3,5-dimethylpyrazole as an acylation agent was written by Ried, W.;Schleimer, B.. And the article was included in Angewandte Chemie in 1958.Application of 934-48-5 This article mentions the following:

In acid medium cyanoacetylhydrazide, NCCH₂CONHNH₂, acetylacetone yields 1-cyanoacetyl-3,5-dimethylpyrazole (I), m. 118-21鎺? I in boiling Et₂O or C₆H₆ reacts with amines and hydrazides to give 3,5-dimethylpyrazole and the corresponding cyanoacetyl derivatives: N,N’-bis(cyanoacetyl)-鎱?phenylenediamine, 45%, m. 229.5-30.0鎺? 2-(cyanoacetamido)pyridine, 65%, m. 160-1鎺? 4-(cyanoacetamido)antipyridine, 85%, m. 225-6鎺? N,N-bis(cyanoethyl)cyanoacetamide, 70%, m. 122.5-3.0鎺? 灏?(cyanoacetyl)phenylhydrazine, 60%, m. 105-6鎺? 浼? 灏?bis(cyanoacetyl)hydrazide, 78%, m. 195-6鎺? 灏?(thioglycylcyanoacetyl)hydrazide, 80%, m. 196.0-7.5鎺? 浼?(cyanoacetyl)phenylhydrazone of BzH, 40%, m. 201.5-3.0鎺? Condensation of acid hydrazides with acetylacetone in aqueous alc. in the presence of HCl gives 1-acyl-3,5-dimethylpyrazoles (acyl group given): Ac, b₁₂70鎺? Bz, b₁₂ 158鎺? COCH₂Ph, m. 56.5-8.0鎺? p-COC₆H₄NO₂, m. 121.5-2.5鎺? COCH₂SH, m. 118.0-19.5鎺? CONH₂, m. 112-13鎺? CSNH₂ m. 97-8鎺? In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Application of 934-48-5).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. The 1H-pyrazole provides an excellent means by which to provide the requisite hydrogen bond acceptor閳ユ徆onor motifs, whether as a monocyclic ring or as a fused indazole ring. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.Application of 934-48-5

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Features of the complex formation of platinum(II), palladium(II), and cobalt(II) with 3,5-dimethyl-1-carbamidopyrazole was written by Shebaldova, A. D.;Safronova, L. A.. And the article was included in Russian Journal of Coordination Chemistry (Translation of Koordinatsionnaya Khimiya) in 1995.HPLC of Formula: 934-48-5 This article mentions the following:

The interaction of Pt(II), Pd(II), and Co(II) salts with 3,5-dimethyl-1-carbamidopyrazole (HL) was studied. Complexes of various compositions and structures are formed, depending on the nature of the metal, the type of salt, and the ratio between the reagents (M:L = 1:1 or 1:2). In the case of K₂MCl₄ [M = Pt(II), Pd(II),], M(HL)Cl₂ chelate cis complexes with HL coordinated via the pyridine N atom of the cycle and via the N atom of the amino group are formed at the equimolar ratio between the reagents. At the ratio M:HL = 1:2, the PdL₂ chelate and the [Pt(HL’)(L’)Cl]₂ bridging complex with the product of decarbamoylization of the ligand, namely, 3,5-dimethylpyrazole (HL’), are formed for Pd(II) and Pt(II), resp. In distinction to K₂MCl₄, the reaction of PdCl₂ and CoCl₂ with HL leads, in all cases, to the destruction of the ligand and to the formation of ML’₂Cl₂ complexes. The coordination environment of the metal in the complexes is determined by DTA and IR spectroscopy. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5HPLC of Formula: 934-48-5).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. The strategies for the synthesis of pyrazoles generally can be applied for the construction of indazoles. The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.HPLC of Formula: 934-48-5

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Organic reactions in aqueous solution at room temperature. II. Influence of pH on condensations involving the linkage of carbon to carbon, of carbon to nitrogen, and of carbon to sulfur was written by Bethell, J. R.;Maitland, P.. And the article was included in Journal of the Chemical Society in 1961.Category: pyrazoles-derivatives This article mentions the following:

Further simple reactions under “physiological” (“cell-possible”) conditions were described, leading to the formation of the C₆H₆, the pyrazole, and the thiazole ring system. Two examples of the Michael reaction under mild conditions were given. The general exptl. conditions adopted were those described in the previous paper. The work was described in four sections. (a) Double C-C Claisen-Knoevenagel condensation of two C-3 aliphatic units to give a benzene derivative Diethyl 2-hydroxy-4,6-dimethylisophthalate (I) was prepared by condensing acetylacetone with diethyl acetonedicarboxylate. The reaction was carried out in a saturated buffered aqueous solution The results showed that I was formed in the pH range 5.6-9.2, the highest yield (86%) of pure product being precipitated at pH 7.3-7.6. This condensation could therefore proceed by the acid- or base-catalyzed mechanisms, and the fact that it took place within the physiol. pH range supported the possible origin of some natural benzene derivatives by a C-3 C-3 route of this type. (b) The Michael reaction (cyanoethylation). C-C condensation of Me acetoacetate (II) and vinyl cyanide (III) and C-N condensation of PhNH₂ and III. The influence of pH on two examples of cyanoethylation was studied. (1) II and III. II (2.32 g.) in buffer solution with 2.12 g. III in 40 ml. buffer solution left 6 days at room temperature gave varying yields of diethyl 浼?浼?bis(2-cyanoethyl)acetoacetate (IV), m. 154-6鎺? The maximum yield of IV was 46% at pH 10.7 and fell to 9.7. There was no trace of the monocyanoethylated product. No product was obtained in acid solution, which showed that this Michael type reaction could only proceed by the base-catalyzed mechanism. (2) PhNH₂ and III. III (1.06 g.) in 50 ml. buffer solution and 1.86 g. PhNH₂ in 150 ml. buffer solution left 20 days at room temperature gave N-(2-cyanoethyl)aniline (V), m. 50-1鎺? at varying pH values. The results showed that pure V was precipitated over the pH range 5.1-11.6 with a maximum yield of 44-5% at pH 7.5-10, except around pH 9.2 where there was a repeatable but unaccountable decrease of 5-6%. Although the duration of the actual experiment was 20 days, equimolar amounts of PhNH₂ and III in the buffer solution at pH 8.8 gave a 29% yield after 7 days; using double the amount of III under the same conditions gave 59% V. (c) C-N condensation to give a pyrazole derivative Semicarbazide-HCl (2.2 g.) and 2 g. acetylacetone in 70 cc. buffer solution gave 3,5-dimethylpyrazole-1-carboxamide (VI), m. 111-13鎺? under a variety of pH values. The results showed that the highest yield of VI, 86%, was precipitated at pH 4.1 and diminished to 17% at pH 8.2 and nil at pH 10. The duration of the experiments to obtain the maximum yield at each pH varied from 2 hrs. to 12 days. Below pH 4, hydrolysis and decarboxylation to 3,5-dimethylpyrazole was observed. (d) Combination of C-S and C-N condensations to give a thiazole derivative When buffer solutions of 0.625 g. N-ethylmaleimide and 0.38 g. CS(NH₂)₂ were left 2 days at room temperature, N-ethyl-浼?(2-imino-4-oxothiazolidin-5-yl)acetamide (VII) was obtained, m. 210-12鎺? The highest yield of VII, 74%, was obtained at pH 5.6. The rapid decline in the yield of VII on the alk. side was probably due to its hydrolysis. It was difficult to find a satisfactory mechanism for the formation of VII. It was formed, not only in aqueous alc., in aqueous buffers, but also in absolute alc. Two reactions would seem to be necessary: addition of the thiol form of thiourea across the double bond of the maleimide followed by nucleophilic attack by the more basic thiourea amino group on the adjacent carbonyl group, with subsequent proton shift. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Category: pyrazoles-derivatives).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Category: pyrazoles-derivatives

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

CO₂ Hydrogenation and Formic Acid Dehydrogenation Using Ir Catalysts with Amide-Based Ligands was written by Kanega, Ryoichi;Ertem, Mehmed Z.;Onishi, Naoya;Szalda, David J.;Fujita, Etsuko;Himeda, Yuichiro. And the article was included in Organometallics in 2020.Formula: C6H9N3O This article mentions the following:

A series of Ir catalysts [Cp*Ir(H₂O)(QCXNHR)][SO₄] (1–16; Q = 2-pyridyl, 4-hydroxy-2-pyridyl, 6-hydroxy-2-pyridyl, 2-imidazolyl, 1-pyrazolyl; X = O, S, NH; R = H, Me, Ph, 4-hydroxyphenyl) bearing amide-based ligands were isolated or generated in situ by a deprotonated amide moiety with the hypotheses that strong electron-donating ability of the coordinated anionic nitrogen atom and the proton-responsive OH group near the metal center will improve the catalytic activity for CO₂ hydrogenation and formic acid (FA) dehydrogenation. The effects of the modifications of the ligand architecture on the catalytic activity were investigated for CO₂ hydrogenation at ambient conditions (25° with 0.1 MPa H₂/CO₂ (volume/volume = 1/1)) and under slightly harsher conditions (50° with 1.0 MPa H₂/CO₂) in basic aqueous solutions together with deuterium kinetic isotope effects (KIEs) with selected catalysts. Complex [Cp*Ir(L12)(H₂O)][HSO₄] (12, L12 = 6-hydroxy-N-phenylpicolinamidate) that has an anionic coordinating N atom and an OH group in the second coordination sphere, exhibits a TOF of 198 h^-1 based on the initial 1 h of reaction. This TOF which, to the best of our knowledge, is the highest value ever reported under ambient conditions in basic aqueous solutions However, complex [Cp*Ir(L10)(H₂O)][HSO₄] (L10 = 4-hydroxy-N-methylpicolinamidate) performs better in long-term CO₂ hydrogenation (up to a TON of 14700 with [Ir] = 10μM after 348 h and the final formate concentration of 0.643 M with [Ir] = 250μM.) at ambient conditions. Further, the catalytic activity for FA dehydrogenation was examined under three different conditions (pH 1.6, 2.3 and 3.5). The complex 12 in any of these conditions is less active compared to the picolinamidate catalysts without ortho-OH, owing to its instability. Theor. calculations were performed to examine the catalytic mechanism, and a step-by-step mechanism has been proposed for both CO₂ hydrogenation and FA dehydrogenation reactions. D. functional theory calculations of [Cp*Ir(L3)(H₂O)][HSO₄] (L3 = picolinamidate) and the X-ray structure of the [Cp*Ir(L7)(H)]•H₂O (L7 = N-methylpicolinamidate) complex imply a pH-dependent conformational change from N,N coordination to N,O coordination upon lowering the pH of the aqueous solution In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Formula: C6H9N3O).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. An alternative way to synthesize multisubstituted pyrazoles is the Csingle bondH arylation of simple pyrazoles. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Formula: C6H9N3O

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

A new bis-cyclometalated iridium (III) complex as a triplet emitter in organic light emitting devices was written by Das, Rupasree R.;Kwon, Ohyun;Byun, Younghun;Lyu, Yi-Yeol;Kim, Myeong Suk;Kim, Heekyung;Han, Eun Sil;Kim, Mu Gyum;Park, Jong-Jin;Pu, Lyong Sun. And the article was included in Materials Research Society Symposium Proceedings in 2005.Electric Literature of C6H9N3O This article mentions the following:

We report a new iridium(III) complex and the study of its optical, electrochem. and electroluminescence properties. The crystal structure shows an octahedral environment around Ir(III) center. OLED. D. functional theory (DFT) calculations indicate the contribution of the d-orbitals of Ir and the π-orbitals of the cyclometalating and ancillary ligands toward HOMO, whereas LUMO is concentrated on only the cyclometalating ligand. These complexes emit in the sky blue color region from an admixture of triplet metal-to-ligand-charge-transfer (³MLCT) and ligand π-π* states. A maximum external (η_ex) quantum efficiency and luminance efficiency of 2.4% and 5.5 cd/A at 0.12 mA/cm² was obtained from the device consisting of a 5% doped polymeric and low mol. host. A maximum brightness of 10,200 cd/m² at 14.8 V was obtained from the device. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Electric Literature of C6H9N3O).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. The 1H-pyrazole provides an excellent means by which to provide the requisite hydrogen bond acceptor–donor motifs, whether as a monocyclic ring or as a fused indazole ring. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities.Electric Literature of C6H9N3O

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reaction of β-aminoenones with hydrazine derivatives. Regioselective synthesis of pyrazoles was written by Alberola, A.;Andres, C.;Gonzalez Ortega, A.;Pedrosa, R.;Vicente, M.. And the article was included in Anales de Quimica, Serie C: Quimica Organica y Bioquimica in 1987.Recommanded Product: 3,5-Dimethyl-1H-pyrazole-1-carboxamide This article mentions the following:

The β-aminoenones, obtained by hydrogenation of isoxazoles (Raney Ni W-2), react with hydrazine derivatives giving pyrazoles in excellent yields. The reaction is general and regiospecific, and allows the preparation of pyrazoles with different functionality at C(4). In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Recommanded Product: 3,5-Dimethyl-1H-pyrazole-1-carboxamide).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. The 1H-pyrazole provides an excellent means by which to provide the requisite hydrogen bond acceptor–donor motifs, whether as a monocyclic ring or as a fused indazole ring. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities.Recommanded Product: 3,5-Dimethyl-1H-pyrazole-1-carboxamide

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

An improved synthesis of 3,6-diamino-1,2,4,5-tetrazine. I was written by Coburn, Michael D.;Ott, Donald G.. And the article was included in Journal of Heterocyclic Chemistry in 1990.Safety of 3,5-Dimethyl-1H-pyrazole-1-carboxamide This article mentions the following:

Treatment of 1,3-diaminoguanidine monohydrochloride with 2,4-pentanedione in alcs. under carefully controlled conditions gave the tetrazine monohydrochloride I in 45-50% yields along with 3,5-dimethyl-1H-pyrazole and its hydrochloride. Oxidation of I with sodium perborate produced 3,6-diamino-1,2,4,5-tetrazine (II) in quant. yield. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Safety of 3,5-Dimethyl-1H-pyrazole-1-carboxamide).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.Safety of 3,5-Dimethyl-1H-pyrazole-1-carboxamide

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Chemiluminescence vs. Kjeldahl determination of nitrogen in oil shale retort waters and organonitrogen compounds was written by Jones, Bonnie M.;Daughton, Christian G.. And the article was included in Analytical Chemistry in 1985.Reference of 934-48-5 This article mentions the following:

The applicability of combustion/chemiluminescent N determination to determining N in oil shale wastewaters and various representative chem. classes was demonstrated. Only azoxy compounds and those containing the pyrazole nucleus were not amenable to anal. The majority of 56 compounds tested yielded 90-110% of their theor. N content; enhanced recovery was found for N oxide salts. For 12 oil shale wastewaters, combustion/chemiluminescence gave total N values (1100-28,800 mg/L) that did not differ statistically (P > 0.10) from those obtained by the time-consuming wet-chem. Kjeldahl method. The relative standard deviations for 10 replicates of each wastewater were less than 3.5%. No matrix or solvent effects were found. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Reference of 934-48-5).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. As is the case with imidazoles, the pyrazole ring offers many opportunities to create new multiring systems that incorporate this heterocycle. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.Reference of 934-48-5

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Organic reactions in the aqueous medium. Part VI. Synthesis of substituted pyrazoles and pyrazolones was written by Ali, Sh. Shaukat;Ashraf, C. M.;Younas, M.;Ehsan, A.. And the article was included in Pakistan Journal of Scientific and Industrial Research in 1993.Recommanded Product: 934-48-5 This article mentions the following:

The reactions of semicarbazide hydrochloride and hydrazine monohydrate with Et acetoacetate, acetylacetone, benzoylacetone, and dibenzoylmethane leading to the formation of pyrazole and pyrazolone derivatives have been intensively studied in aqueous as well as in nonaqueous medium under various sets of conditions. This has resulted in the development of simple and convenient methods for the synthesis of pure Et acetoacetate semicarbazone, 3-methylpyrazol-5-one-1-carboxamide, 3-methylpyrazol-5-one, 3,5-dimethylpyrazole-1-carboxamide, 3,5-dimethylpyrazole, 3-phenyl-5-methylpyrazole-1-carboxamide, 3-phenyl-5-methylpyrazole, and 3,5-diphenylpyrazole. It has been suggested that the reaction of semicarbazide hydrochloride with β-diketo compounds proceeds through four stages. A reaction scheme has been proposed to explain the formation of different products. In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Recommanded Product: 934-48-5).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. The pyrazole ring is resistant to oxidation and reduction but the groups, such as alkyl and formyl attached to the ring, are oxidized to respective acids. Only electrolytic oxidation, ozonolysis, and a strong base cause ring opening.Recommanded Product: 934-48-5

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reactions of 4-(4-thiazolyl)sydnones in acid media: synthesis of 3-aryl-4-[2-(3,5-dimethyl/phenylpyrazol-1-yl)thiazol-4-yl]sydnones was written by Channabasaveshwar, V.;Yelamaggad, V.;Hiremath, Uma S.;Badami, Bharati V.. And the article was included in Indian Journal of Chemistry in 1994.Application of 934-48-5 This article mentions the following:

Acid stability of 4-(4-thiazolyl)sydnones was exploited in the preparation of the title compounds I (R = H, Cl, Me, MeO; R¹ = Me, Ph) from 3-aryl-4-(2-hydrazino-4-thiazolyl)dydnones and 1,3-dicarbonyl compounds In the experiment, the researchers used many compounds, for example, 3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5Application of 934-48-5).

3,5-Dimethyl-1H-pyrazole-1-carboxamide (cas: 934-48-5) belongs to pyrazole derivatives. Pyrazole has two ring nitrogen atoms in which N1 is pyrrolic and N2 is pyridine-like. The N1 nitrogen is not reactive but is deprotonated in the presence of a base-forming anion. Protonation of pyrazole in strong acid leads to pyrazolium cations, which undergo electrophilic substitution preferentially at C3 rather than C4. The pyrazole anion is not reactive toward nucleophiles but is mostly reactive to electrophiles.Application of 934-48-5

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics