Category: 5334-40-7

5334-40-7, 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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Preparation of 4-nitro-1H-Pyrazole-3-carboxylic acid methyl ester A 20 L reaction vessel equipped with a digital thermometer and stirrer was charged with 4-nitro-1H-pyrazole-3-carboxylic acid (1.117 Kg, 7.11 mol, 1 wt) and methanol (8.950 L, 8 vol). The reaction mixture was stirred under nitrogen, cooled to 0 to 5 C., 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 C. overnight, after which time 1H NMR analysis (d6-DMSO) indicated reaction completion. The reaction mixture was concentrated under reduced pressure at 40 to 45 C., the residue treated with toluene and re-concentrated (3*2.250 L, 3*2 vol) under reduced pressure at 40 to 45 C. to give 4-nitro-1H-pyrazole-3-carboxylic acid methyl ester as an off-white solid (1.210 Kg, 99.5%).

The synthetic route of 5334-40-7 has been constantly updated, and we look forward to future research findings.

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 5334-40-7 as follows. 5334-40-7

A 2OL reaction vessel equipped with a digital thermometer and stirrer was charged with A- nitro-1H-pyrazole-3-carboxylic acid (1.117Kg, 7.11mol, 1wt) and methanol (8.950L, deltavol). The reaction mixture was stirred under nitrogen, cooled to 0 to 50C, thionyl chloride (0.581 L, delta.Omol, 0.52vol) added over 180 minutes and the resultant mixture allowed to warm to and stir at 18 to 22C overnight after which time 1H NMR analysis (d6-DMSO) indicated reaction completion. The reaction mixture was concentrated under reduced pressure at 40 to 450C, the residue treated with toluene and re-concentrated (3x 2.250L, 3x 2vol) under reduced pressure at 40 to 450C to give 4-nitro-1 /-/-pyrazole-3-carboxylic acid methyl ester as an off-white solid (1.210Kg, 99.5%th).4-Nitro-1H-pyrazole-3-carboxylic acid (1.00kg, 6.37mol, 1.0wt) and methanol (8.00L, delta.Ovol) were charged to a flange flask equipped with a mechanical stirrer, condenser and thermometer. The suspension was cooled to 0 to 5C under nitrogen and thionyl chloride (0.52L, 7.12mol, 0.52vol) was 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. Toluene (2.00L, 2.0vol) was charged to the residue and removed under vacuum at 35 to 450C. The azeotrope was repeated twice using toluene (2.00L, 2.0vol) to give 4-nitro-1 H-pyrazole-3- carboxylic acid methyl ester (1.071 Kg, 98.3%) as an off white solid.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-1 H-pyrazole-3-carboxylic acid methyl ester as a white solid.1H NMR (400 MHz, DMSO-d6) delta 14.4 (s, 1 H), 8.9 (s, 1 H), 3.9 (s, 3H)4-Nitro-1H-pyrazole-3-carboxylic acid (1.350Kg, 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 50C 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.

According to the analysis of related databases, 5334-40-7, the application of this compound in the production field has become more and more popular.

5334-40-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below.

Add 6.31 kg of raw material to a 100 L reactor, N,N-dimethylformamide (45 L), carbodiimide (6.59 kg), 1-hydroxybenzotriazole (4.65 kg), stirred for 0.5 h, The ice water bath was cooled to 0 to 10 C, and the starting material 1 (4.5 kg) was added in portions, and then the temperature was raised to 20-25 C, and the reaction was stirred for 16 hours. The reaction solution was added to 270 L of water, and a solid was precipitated, suction filtered, washed, and separated, and the organic phases were combined and dried

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5334-40-7, These common heterocyclic compound, 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, 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.

To a 1 L R.B. flask containing 4-nitro-3-pyrazolecarboxylic acid (40 g, 0.255 mol), and t-BuOH (94 g, 122 mL, 1.275 mol, 5 eq.) was added conc. H2SO4 (25 g, 13.5 mL, 0.255 mol); and the reaction mixture was stirred at 100¡ã C. for 2 h. After cooling to rt, the reaction mixture was diluted with EtOAc and water. Then added saturated aq NaHCO3 solution until pH was around 3-4. The aqueous layer was extracted with excess ethyl acetate. The combined ethyl acetate part was dried over any Na2SO4, filtered and distilled off to give 28 g of 1-tert-butyl-4-nitro-1H-pyrazole-3-carboxylic acid as solid.To a vial containing 1-tert-butyl-4-nitro-1H-pyrazole-3-carboxylic acid, (214 mg, 1.0 mmol, 1 eq.) was added PCl5 (240 mg, 1.15 mmol, 1.5 eq.) in chilled toluene (2 mL). The mixture was stirred until all solids dissolved (ca. 5-10 min.). The pre-formed acid chloride solution was then added to 3,3-dimethylpiperazine-2-one (141 mg, 1.10 mmol, 1.1 eq.) and TEA (0.300 mL, 2.15 mmol, 2.15 eq) in DCM (4 mL) and stirred for 45 min. at room temperature. The reaction was quenched with NaHCO3, and the organics extracted with EtOAc, washed with water, and brine. The aqueous portions were back-extracted and the combined organics were dried over MgSO4, filtered and concentrated to an off-white solid, 4-(1-tert-butyl-4-nitro-1H-pyrazole-3-carbonyl)-3,3-dimethylpiperazine-2-one, 310.4 mg.To a rb flask containing 4-(1-tert-butyl-4-nitro-1H-pyrazole-3-carbonyl)-3,3-dimethylpiperazine-2-one (303 mg, 0.937 mmol, 1 eq.) in MeOH (9 mL) was added Pd/C (105 mg, 0.1 eq.). A balloon filled with H2 was attached and the atmosphere of the vessel purged with H2. The contents of the flask were stirred at r.t. overnight. Themixture was filtered through Celite.(R)., eluting with MeOH. The solvent was removed in vacuo to give 4-(4-amino-1-tert-butyl-1H-pyrazole-3-carbonyl)-3,3-dimethylpiperazine-2-one 259.7 mg, as a purple solid.The urea was formed from 4-(4-Amino-1-tert-butyl-1H-pyrazole-3-carbonyl)-3,3-dimethylpiperazine-2-one and 3-(6-isopropylpyridin-3-yl)-4-methylaniline to give 1-(1-tert-butyl-3-(2,2-dimethyl-3-oxopiperazine-1-carbonyl)-1H-pyrazol-4-yl)-3-(3-(6-isopropylpyridin-3-yl)-4-methylphenyl)urea.

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 heterocyclic compound, 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, molecular formula is C4H3N3O4, 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. 5334-40-7.

Preparation of 4-nitro-1H-pyrazole-3-carboxylic acid methyl ester 4-Nitro-1H-pyrazole-3-carboxylic acid (1.00 kg, 6.37 mol, 1.0 wt) and methanol (8.00 L, 8.0 vol) were charged to a flange flask equipped with a mechanical stirrer, condenser and thermometer. The suspension was cooled to 0 to 5 C. under nitrogen and thionyl chloride (0.52 L, 7.12 mol, 0.52 vol) was added at this temperature. The mixture was warmed to 15 to 25 C. over 16 to 24 hours. Reaction completion was determined by 1H NMR analysis (d6-DMSO). The mixture was concentrated under vacuum at 35 to 45 C. Toluene (2.00 L, 2.0 vol) was charged to the residue and removed under vacuum at 35 to 45 C. The azeotrope was repeated twice using toluene (2.00 L, 2.0 vol) to give 4-nitro-1H-pyrazole-3-carboxylic acid methyl ester (1.071 Kg, 98.3%) as an off white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Nitro-1H-pyrazole-3-carboxylic acid, its application will become more common.

5334-40-7, The chemical industry reduces the impact on the environment during synthesis 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

To a 250 mL round bottom flask was added 5 g (18.1 mmol) of crude I-f,Nitro-lH-pyrazole-3-carboxylic acid (3.1 g, 19.9 mmol)EDC ¡¤ HCl 4.1 g (21.7 mmol),HOBt 2.9 g (21.7 mmol) and anhydrous DMF 50 mL,Stir at room temperature for 24 hTLC detects the disappearance of the starting material (methanol: chloroform = 1:10).The reaction solution was poured into 200 mL of ice water,Precipitation of a large number of light yellow solid, standing,Consider the yellow solid,The crude product was recrystallized from a mixed solvent of ethyl acetate and methanol to give 4.7 g of (I-g)Yield 62.4%.

The chemical industry reduces the impact on the environment during synthesis 4-Nitro-1H-pyrazole-3-carboxylic acid. I believe this compound will play a more active role in future production and life.

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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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.

N-Benzylthanolamine (2.147 mL, 1.06 g/mL, 15.052 mmol) and 4-nitro-1H-pyrazole-3- carboxylic acid (2 g, 12.732 mmol) in toluene (13.8 14 mL) were stirred at 15¡ãC. SOC12 (2.554 mL, 1.64 g/mL, 35.206 mmol) was slowly added followed by DMF (96.907 jiL,0.944 g/mL, 1.252 mmol). The reaction mixture was stirred at 55¡ãC for 10 minutes then70¡ãC for 1 8h. The reaction was allowed to cool to room temperature and then the solvents were evaporated in vacuo. The residue was taken up into DMF (11.655 mL) and triethylamine (9.4 15 mL, 0.728 g/mL, 67.732 mmol) was added slowly. The reaction mixture was stirred at rt for 1 2h. Water was added. The mixture was extracted twice withEtOAc, dried over MgSO4, filtered and concentrated in vacuo to give 4.4g of crude material. A purification was performed via preparative LC (Stationary phase: irregular SiOH 15-40jim 120g Grace, Mobile phase: gradient from 100percent DCM to 97percent DCM, 3percent MeOH, 0.3percentNH4OH) to give 1.7g of intermediate 133b (41percent).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

The chemical industry reduces the impact on the environment during synthesis 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life. 5334-40-7

Acetyl chloride (9 mL) was added dropwise to methanol (90 mL), 4-nitro-1H-pyrazole-3-carboxylic acid (9.00 g, 57.3 mmol) was added to the mixture. The mixture was stirred at room temperature for 16 hr, and concentrated under reduced pressure. Methanol was added to the residue, and the mixture was concentrated under reduced pressure, the operation was twice repeated. The residue was diluted with methanol and ethyl acetate. 5% sodium hydrogencarbonate aqueous solution was added, and the pH was adjusted to 8 – 9. The mixture was extracted with ethyl acetate. The extract was washed with water, brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (9.83 g, yield 100%). 1H-NMR (DMSO-d6, 200 MHz):delta 3.98(3H, s), 8.28(1H, s).

The chemical industry reduces the impact on the environment during synthesis 5334-40-7. I believe this compound will play a more active role in future production and life.

5334-40-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below.

(Step 1) Thionyl chloride (9.2 mL) was added dropwise to a solution of 4-nitro-1H-pyrazole-3-carboxylic acid (19.77 g, 125.9 mmol) in methanol (200 mL) at 0 C. The reaction mixture was stirred at room temperature overnight and the solvent was evaporated under reduced pressure. The residue was combined with water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried and concentrated. The obtained crude crystal was washed with diisopropyl ether to give methyl 4-nitro-1H-pyrazole-5-carboxylate (17.77 g, 82%). 1H NMR (300 MHz, CDCl3) delta: 4.06 (3H, s), 8.50 (1H, s).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.