Category: pyrazoles-derivatives

2075-46-9, These common heterocyclic compound, 2075-46-9, name is 4-Nitro-1H-pyrazole, its 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.

Dimethyl sulphate (3.33g, 26.4mmol) was slowly added to a stirred solution of 2b (1.Og, 8.85mmol) in IN NaOH (1OmL) that had been warmed to 3O0C. After being stirred at r.t. for 3.5h, the reaction mixture was extracted with ethyl acetate (10mLx4), combined the organic phase, washed with brine (2OmL), dried over MgSO4, filtered and concentrated. The residue was triturated with petrol and filtered to give 3a (0.98g, 87%) as a 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 2075-46-9.

26621-44-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 26621-44-3, name is 3-Nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

MC-163-1 (2 g, 17.68 mmol, 1.0 eq), p-toluenesulfonic acid (336 mg, 1.668 mmol, 0.1 eq) was dissolved in 40 mL of tetrahydrofuran.Then DHP (1.6 g, 19.448 mmol, 1.1 eq) was added. The reaction was carried out at room temperature for 16 hours.The reaction solution was added with water 25 mL, and ethyl acetate 35 mL was extracted three times.The organic phase was washed with saturated brine and dried over anhydrous sodiumPurified by column (petroleum ether: ethyl acetate 20:1 to 5:1)Get oil MC-158-1(3.5g, 99%).

The synthetic route of 3-Nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., 176969-34-9

At room temperature under a nitrogen atmosphere, 14.0 parts of 1-methyl-3-difluoromethylpyrazole-4-carboxylic acid and 35.1 parts of xylene were mixed. The obtained mixture was heated at 100 C. To the obtained mixture was added dropwise 11.2 parts of thionyl chloride over 5 hours. The obtained mixture was stirred at 100 C. for 15 hours and then cooled to 40 C. Thionyl chloride and xylene were evaporated from the obtained reaction mixture under reduced pressure to obtain brown 1-methyl-3-difluoromethylpyrazole-4-carboxylic acid chloride.

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120068-79-3, Name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, 120068-79-3, 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.

In a reaction vessel equipped with a mechanical stirrer, a thermometer, a dropping device, and a reflux condenser, nitrogen in the reaction vessel was thoroughly replaced with nitrogen, and then 176 g (0.55 mol) 5-amino-3-cyano-1- (2,6-dichloro-4-trifluoromethylphenyl)pyrazole and 800g chloroform solution (the solution was fully dried over anhydrous sodium sulfate, the amount of desiccant is 500% of the theoretical amount required for the formation of complete hydrate from the free water of sodium sulfate and the system, and the desiccant is filtered and filtered) an additional 130 g (0.60 mol) of the dried salt of p-toluenesulfonic acid dimethylamine, the test solution has a water content of 250ppm (system contains about 0.28g, S Jie 15.4mmol7jO, add 1.18g (7.7mmol) of phosphorus oxychloride,Stirring at room temperature 0.5h, the test solution has a water content of less than 50ppm, achieve moisture control standards, the system was cooled to 0 C, 88.5g (0.58mol) of trifluoromethanesulfonyl chloride was added dropwise and evaporated to dryness, and the temperature was raised to the reflux temperature at the end of the dropwise addition. The raw materials of the pyrazole intermediate disappeared after refluxing for 5h and the temperature was lowered to 10 C, add water 200ml, stirred 0.5h, liquid separation, the organic phase was washed with saturated sodium bicarbonate solution, washed with water, the organic phase was separated, the chloroform was distilled off to obtain fipronil crude. The crude product was recrystallized from toluene to give fipronil 198g, purity 98.5%, the total yield of 81%

Statistics shows that 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile is playing an increasingly important role. we look forward to future research findings about 120068-79-3.

A common heterocyclic compound, 5952-92-1, name is 1-Methyl-1H-pyrazole-4-carboxylic acid, molecular formula is C5H6N2O2, its 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. 5952-92-1.

A solution of 8-(4-amino-benzyl)-3-cyclopropylmethyl-1-(2-fluoro-benzyl)-3, 7- dihydro-purine-2,6-dione (50 mg, 0.12 mmol) [IN N, N DIMETHYLFORMAMIDE] at [25 oC] was treated with a solution of 1-methyl-1H-pyrazole-4-carboxylic acid (15 mg, 0.12 mmol), [O-BENZOTRIAZOL-L-YL-N, N. NN-TETRAMETHYLURONIUM] hexafluorophosphate (49.7 mg, 0. [L 3 MMOL), AND N, N-DIISOPROPYLETHYLAMINE (62, UL,] 0.36 mmol). The resulting solution was stirred at [25 oC] for 18 h. At this time, the reaction was concentrated in vacuo. The residue was dissolved in chloroform and then was washed with a IN aqueous hydrochloric acid solution [(1 X 10] mL) and a saturated aqueous sodium chloride solution [(1 X 10] mL). The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60,230- 400 mesh, 5: 95 methanol/dichloromethane) afforded 1-methyl-1H-pyrazole-4- carboxylic acid {4-[3-cyclopropylmethyl-1-(2-fluoro-benzyl)-2, 6-dioxo-2,3, 6,7- tetrahydro-1H-purin-8-ylmethyl]-phenyl}-amide (13.5 mg, 21.5percent) as a tan solid

The synthetic route of 1-Methyl-1H-pyrazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

5334-40-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

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 EtOH (100 ml) at ambient temperature and the mixture stirred for 48 h.The mixture was reduced in vacuo and dried through azeotrope with toluene to afford 4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester as a white solid (6.42 g, 96percent). (1H NMR (400 MHz, DMSO-d6) delta 14.4 (s, 1H), 9.0 (s, 1H), 4.4 (q, 2H), 1.3 (t, 3H)).

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Adding some certain compound to certain chemical reactions, such as: 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, 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 5932-27-4. 5932-27-4

A mixture of 3-[4-(bromomethyl)phenyl]-5-[4-phenyl-5-(trifluoromethyl)-2-thienyl]- 1 ,2,4-oxadiazole (338mg, crude), ethyl 1 /-/-pyrazole-3-carboxylate (47mg, 0.333mmol) and potassium te/f-butoxide (41 mg, 0.366mmol) was stirred in ethanol (3.3ml) at 6O0C. The reaction was monitored by LCMS. After 5 hours the reaction mixture was evaporated to dryness, the residues were partitioned between ethyl acetate (45ml) and water (20ml). The organic phase was separated, washed with brine (20ml), dried with magnesium sulphate, filtered and evaporated to dryness. This produced 300mg of orange oil, which was purified on silica, eluting with pentane and ethyl acetate (0 to 90percent gradient). The appropriate fractions were combined and evaporated to dryness. Two isomers were isolated. D3a was obtained as a white solid (30mg, 17percent over 2 steps).1H-NMR (CDCI3): delta 1.34 (3H, t), 4.31 (2H, q), 5.85 (2H, s), 6.91 (1 H, s), 7.36 (2H, d), 7.46 (5H, m), 7.58 (1 H, s), 7.89 (1 H, s), 8.08 (2H, d). MS: m/z (M+H)+ 525, C26H19F3N4O3S requires 524.63mg of yellow oil was also obtained, which was purified on a MDAP. The appropriate fractions were combined and evaporated to dryness, producing D3b as a white solid (48mg, 27percent over 2 steps).1H-NMR (CDCI3, 400MHz): delta 1.41 (3H, t), 4.43 (2H, q), 5.49 (2H, s), 6.87 (1 H, s), 7.36 (2H, d), 7.41 (1 H, s), 7.46 (5H, m), 7.90 (1 H, s), 8.13 (2H, d). MS: m/z (M+H)+ 525, C26H19F3N4O3S requires 524.

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 Ethyl 1H-pyrazole-3-carboxylate.

Some common heterocyclic compound, 5952-92-1, name is 1-Methyl-1H-pyrazole-4-carboxylic acid, molecular formula is C5H6N2O2, 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. 5952-92-1

[00263] Step A: (Trimethylsilyl)diazomethane (12.0 niL, 24 mmol, 2.0M solution in hexanes) was added dropwise via an addition funnel to a cold (O0C) solution of 1 -methyl- IH- pyrazole-4-carboxylic acid (0.59 g, 4.7 mmol) in MeOH (20 mL). The reaction mixture was stirred for 20 minutes and then concentrated. The crude product was partitioned between ethyl acetate (100 mL) and water (50 mL). The organics were dried, filtered and concentrated. The crude product was purified by flash chromatography, eluting with hexanes/ethyl acetate (4:1) to give methyl 1 -methyl- lH-pyrazole-4-carboxylate (0.50 g, 3.6 mmol, 76% yield) as a solid, m/z (APCI-pos) M+l = 141.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5952-92-1, its application will become more common.

1145-01-3, Adding some certain compound to certain chemical reactions, such as: 1145-01-3, name is 3,5-Diphenyl-1H-pyrazole, 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 1145-01-3.

A solution of ethyl 3,5-diphenyl-1-hydro-pyrazole (0.20 mmol ), alpha-benzyl diazoacetoacetate ( 0.25 mmol) was added in a 2 5 mL Schrocker tube at room temperature.[Cp * RhCl2] 2 (0¡¤01 mmol), AgSbF6 (0.04 mmol) and tetrahydrofuran (2.00 mL) were added and argon was bubbled through argon for 2 minutes. Stir at 25 C for 48 hours. The reaction was stopped and concentrated under reduced pressure to give a crude product. Finally, the mixture was washed with a mixture of petroleum ether and ethyl acetate, and the corresponding nitrogen-containing fused heterocyclic compound (77 mg of white solid, 99% yield) was obtained by flash column chromatography (baby gel column).

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 1145-01-3.

288-13-1, 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. 288-13-1 name is 1H-Pyrazole, 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.

Pyrazole (16g, 235mmol) was added in portions to sulfuric acid, 98%, (10OmL) keeping the temperature below 4O0C. To this solution was added nitric acid, 70%, (16mL) maintaining the temperature below 550C. After addition the reaction was heated at 550C for 3hours, and then cooled to O0C, before carefully adding to ice / water (40OmL) with stirring. This mixture was neutralized by the careful addition of aqueous 50% sodium hydroxide solution using external cooling and efficient stirring. The resultant solution was extracted with ethyl acetate (3x 30OmL), and the combined extracts were washed with brine (2x250mL) dried (Na2SO4) and concentrated in vacuo to yield a white solid, which was used without further purification, 24.74g, 93%.

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