Month: October 2020

5334-40-7, Adding some certain compound to certain chemical reactions, such as: 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5334-40-7.

A 2OL reaction vessel equipped with a digital thermometer and stirrer was charged with A- nitro-1 H-pyrazole-3-carboxylic acid (1.117 Kg, 7.1 1 mol, 1 wt) and methanol (8.950 L, 8 vol). The reaction mixture was stirred under nitrogen, cooled to O to 5 0C, thionyl chloride (0.581 L, 8.0 mol, 0.52 vol) added over 180 minutes and the resultant mixture allowed to warm to and stir at 18 to 22 0C overnight, after which time 1H NMR analysis (d6-DMSO) indicated reaction completion. The reaction mixture was concentrated under reduced pressure at 40 to 45 0C, the residue treated with toluene and re-concentrated (3x 2.250 L, 3x 2vol) under reduced pressure at 40 to 45 0C to give 4-nitro-1H-pyrazole-3-carboxylic acid methyl ester as an off-white solid (1.210 Kg, 99.5%).; Thionyl chloride (2.90 ml, 39.8 mmol) was slowly added to a mixture of 4-nitro-3- pyrazolecarboxylic acid (5.68 g, 36.2 mmol) in MeOH (100 ml) at ambient temperature and the mixture stirred for 48 hours. The mixture was reduced in vacuo and dried through azeotrope with toluene to afford 4-nitro-1H-pyrazole-3-carboxylic acid methyl ester as a white solid.; Stage 1 : Preparation of 4-nitro-1 H-pvrazole-3-carboxylic acid methyl ester 4-Nitro-1H-pyrazole-3-carboxylic acid (1.350Kg1 8.59 MoI, 1.0 wt) and methanol (10.80L, 8.0 vol) were charged to a flange flask equipped with a mechanical stirrer, condenser and thermometer. The suspension was cooled to O to 5C under nitrogen and thionyl chloride (0.702L, 9.62 MoI, 0.52 vol) added at this temperature. The mixture was warmed to 15 to 25C over 16 to 24 hours. Reaction completion was determined by 1H NMR analysis (d6- DMSO). The mixture was concentrated under vacuum at 35 to 45C and toluene (2.70L, 2.0 vol) charged to the residue and removed under vacuum at 35 to 45C. The toluene azeotrope was repeated twice using toluene (2.70L, 2.0 vol) to give 4-nitro-1 H-pyrazole-3- carboxylic acid methyl ester [1.467Kg, 99.8%th, 108.7% w/w, 1H NMR (d6-DMSO) concordant with structure, no entrained solvent] as an off-white solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 5334-40-7.

A common compound: 92525-10-5, name is 3-Iodo-1-methyl-1H-pyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 92525-10-5

General procedure: To the solution of protected pyrazole 2a-c, 7a, 8a, 12a, 17, 18 or 10a (1 mmol) in 2 mL of dry THFPdCl2(PPh3)2 (14.04 mg, 0.02 mmol) and triethylamine (0.25 g, 2.5 mmol) were added. Reactionmixture was flushed with argon and acetylene (1.2 mmol) were added to the reaction mixturedropwise, following by addition of CuI (1.9 mg, 0.01 mmol) and left to stir at room temperatureovernight. 5 mL of deionized water were added to the reaction mixture, organic layer was separatedand product was extracted with dichloromethane (2 ¡Á 5 mL), organic layers were combined andwashed with 5 mL of water, dried with anhydrous Na2SO4 and evaporated under reduced pressure.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 92525-10-5, other downstream synthetic routes, hurry up and to see.

Some common heterocyclic compound, 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole, molecular formula is C5H5F3N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 10010-93-2

Dissolve 5-methyl-3-(trifluoromethyl)pyrazole (1.00 g, 6.66 mmol) in 60% aqueous acetic acid (13 mL). Add sodium acetate (0.819 g, 9.99 mmol) and cool to 0 0C. Add bromine (1.17 g, 7.33 mmol) dropwise over 10 min.. Stir at 0 0C for 3 hr, then at room temperature for 18 hr. Add ethyl acetate and saturated aqueous sodium sulfite solution. Separate organics and wash one time with saturated aqueous sodium bicarbonate solution followed by saturated aqueous sodium chloride. Dry (magnesium sulfate), filter and concentrate to give 4-bromo-5-methyl-3-trifluoromethyl-lH-pyrazole (1.50 g, 100%). GC-MS: m/z = 229 [M+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10010-93-2, its application will become more common.

A common compound: 3469-69-0, name is 4-Iodopyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3469-69-0

1-(ethoxyethyl)-4-iodo-1H-pyrazole (20).; A 22 L 4-neck flask equipped with an mechanical stirrer, thermowell, N2 inlet and condenser was charged with 4-iodo-1H-pyrazole (14, 1.00 Kg, 5.16 mol) and toluene (10 L) and ethyl vinyl ether (18, 557 g, 740 mL, 7.73 mol, 1.5 equiv) was added. To the suspension 4 M HCl in dioxane (32 mL, 0.128 mol, 0.025 equiv) was added over 5 min with formation of a slightly thicker white suspension. The mixture was heated carefully to 35-40 C. at which point a mild exotherm to about 40 C. occurred with rapid dissolution of all solids to give a clear light yellow solution. The reaction mixture was heated at about 40 C. for an additional 0.5 hr until the GC analysis indicated the reaction was complete. The solution was allowed to cool to 25-30 C. and solid NaHCO3 (108 g, 1.29 mol, 0.25 equiv) was added. The suspension was stirred for 1 hr at room temperature to ensure the complete neutralization of HCl. The mixture was then filtered and the filtrate was concentrated under reduced pressure. The residual liquid was fractionally distilled to afford 1-(ethoxyethyl)-4-iodo-1H-pyrazole (20, 1.346 Kg, 1.373 Kg theoretical, 98%) as a pale yellow liquid (bp 89-93 at about 1 torr). For 20: 1H NMR (CDCl3, 250 MHz) delta ppm 7.61 (s, 1H), 7.47 (s, 1H), 5.46 (q, 1H, J=6.0 Hz), 3.48-3.23 (m, 2H), 1.60 (d, 3H, J=6.0 Hz), 1.11 (t, 3H, J=7.0 Hz); C7H11IN2O (MW, 266.08), LCMS (EI) m/e 267 (M++H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3469-69-0, other downstream synthetic routes, hurry up and to see.

5334-40-7, Name is 4-Nitro-1H-pyrazole-3-carboxylic acid, 5334-40-7, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

Complex ZnL2*1.5H2O was synthesized in the reaction on the warm ethanolic solutions of Zn(CH3COO)2 and 4-nitro-3-pyrazolecarboxylic acid ligand (L) mixed in molar ratio 1:2. After 1 day, the microcrystal product was filtered off and washed with ethanol.

Statistics shows that 4-Nitro-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 5334-40-7.

288-13-1,Some common heterocyclic compound, 288-13-1, name is 1H-Pyrazole, molecular formula is C3H4N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Complex 2 (0.05 mmol) was added to a 5 mL of a sealed tube containing the aryl iodide or bromide (0.5 mmol), 1H-pyrazole (0.75 mmol), NaOH (1 mmol), and DMSO (1 mL). The mixture was stirred at 100 C for 12 h. After being cooled to room temperature, the mixture was quenched with 10 mL H2O and extracted with EtOAc(3 ¡Á 20 mL). The combined EtOAc extracts were dried with anhydrous Na2SO4, filtered and the solvent was removed under reduced pressure.The residue was purified by flash column chromatography on silicagel with PE/EtOAc (from 10:1 to 5:1) as the eluent to afford the pure products. All N-aryl pyrazoles reported here are known products and were characterised by 1H NMR, and GC-MS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Pyrazole, its application will become more common.

120068-79-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 120068-79-3 as follows.

Further comparative experiments are conducted employing the following preparation procedure; To a 750 ml reactor with a mechanical stirrer and a thermometer containing the amine acid complex (1.5 eq.), 147 g anhydrous toluene (6.5 eq.), and 44.8 g CF3SOCI (1.2 eq.) under an argon atmosphere at 0 0C was added vacuum dried 5-amino-1-(2,6- dichloro-4-trifluoromethyl-phenyl)-1 H-pyrazole-3-carbonitrile (1 eq., 79.5 g, 245 mmol, 99 % purity). The reaction mixture was kept at 5 0C for 60 min and then heated to 35 0C within 45 min. The temperature of 35 0C was kept for another 10 hours before quenching the reaction with 200 g of sodium hydroxide solution (10 wt.%). The resulting suspension was diluted with 176 ml of ethylacetate. After phase separation the organic layer was washed once with sodium hydroxide solution (10 wt.%). After phase separation, the organic layer was analyzed by quantitative HPLC. The product was crystallized from a mixture of ethylacetate and toluene affording the title compound as a white crystalline powder.

According to the analysis of related databases, 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, the application of this compound in the production field has become more and more popular.

A common compound: 288-13-1, name is 1H-Pyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 288-13-1

General procedure: Heterocycle (0.1 mol) was added into a solution of EtONa (8.16 g, 0.24 mol) in EtOH (30 mL) heated to reflux. After the solution was stirred for 30 min, 2-chloroethanol (8 g, 0.2 mol) was added dropwise. The resulting suspension was filtered, and the residue was concentrated by vacuum. The crude product was purified by column chromatography on silica gel to yield the desired product. (Rf = 0.3 (EA/ CH3OH= 5:1). The esterification procedure was the same as that in the synthesis of N series.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 288-13-1, other downstream synthetic routes, hurry up and to see.

69843-13-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 69843-13-6 name is 1-Methyl-1H-pyrazol-4-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 246-[3-(4-Chloro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-N-(1-methyl-1H-pyrazol-4-yl)-nicotinamide; To a solution of 6-[3-(4-chloro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-nicotinic acid (100 mg, 0.28 mmol) and 1-methyl-1H-pyrazol-4-ylamine (26.9 mg, 0.28 mmol) in THF (10 mL) were added at 0 C., 1-hydroxybenzotriazole hydrate (43.3 mg, 0.28 mmol), N-ethyldiisopropylamine (121 muL, 0.69 mmol) and N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (54.2 mg, 0.28 mmol). The reaction mixture was stirred at room temperature overnight. The solvent was removed by distillation. The remaining material was purified by chromatography (silica, dichloromethane_methanol=99:1 to 95:5) to afford the title compound (101 mg, 83%) as a white solid. MS: m/e=440.2 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-pyrazol-4-amine, and friends who are interested can also refer to it.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 3469-69-0 name is 4-Iodopyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 3469-69-0

4-iodopyrazole (2g, 10.3mmol), potassium carbonate (2.14g),Methyl iodide (1.72 g) and 25 mL acetonitrile,The reaction was refluxed for 12 h. Spin dry under reduced pressure and add 50 mL of water.Extracted three times with 50 mL of ethyl acetate, and the organic layers were combined.The organic layer was dried over anhydrous Na 2 SO 4 and dried under reduced pressure.1-Methyl-4-iodopyrazole (2.1 g) was obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodopyrazole, and friends who are interested can also refer to it.