Category: 26621-44-3

Reference of 26621-44-3,Some common heterocyclic compound, 26621-44-3, name is 3-Nitro-1H-pyrazole, molecular formula is C3H3N3O2, 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.

A solution of 3-nitro-1H-pyrazole (Intermediate 2, 205 mg, 1.81 mmol) in anhydrous N,N-dimethylformamide (3.5 mL) was treated with (R)-glycidol (148 mg, 2.00 mmol) and potassium carbonate (770 mg, 5.58 mmol). The mixture was heated in a sealed vial at 120 C. for 1 h. After this time, the mixture was diluted with water (15 mL) and extracted with ethyl acetate (6×25 mL). The combined organic layers were washed with a saturated aqueous sodium chloride solution (15 mL), dried over magnesium sulfate, filtered and concentrated in vacuo. Silica gel column chromatography (Teledyne Isco RediSep Flash Column 40 g, 15-100% ethyl acetate/hexanes) afforded (S)-3-(3-nitro-pyrazol-1-yl)-propane-1,2-diol (118 mg, 34%) as a thick yellow oil. 1H-NMR (400 MHz, CD3OD) delta 3.55 (2H, d, J=5.2 Hz), 4.02-4.05 (1H, m), 4.20 (1H, dd, J=13.6 Hz, 7.6 Hz), 4.39 (1H, dd, J=14.0 Hz, 3.6 Hz), 6.92 (1H, d, J=2.0 Hz), 7.79 (1H, d, J=2.0 Hz).

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

Reference:
Patent; Berthel, Steven Joseph; Haynes, Nancy-Ellen; Kester, Robert Francis; McDermott, Lee Apostle; Qian, Yimin; Sarabu, Ramakanth; Scott, Nathan Robert; Tilley, Jefferson Wright; US2009/264434; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 26621-44-3, 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. 26621-44-3 name is 3-Nitro-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.

To a mixture of 3-nitro-1H-pyrazole (10 g, 88.44 mmol) in DMF (80 mL) was added NaH (4.24 g, 106.13 mmol, 60% purity) in portions at 0 C. Then to the mixture was added SEM-Cl (17.69 g, 106.13 mmol, 18.78 mL) dropwise at 0C. The mixture was stirred at 25 C for 1 h. The resulting mixture was diluted with water and extracted with EtOAc (50 mL×3). The combined organic layers were washed with brine (50 mL×3), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (SiO2, Petroleum ether/Ethyl acetate=1:0 to 5:1, Rf = 0.7,0.75) to provide the title compound (29.5 g, crude) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Nitro-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; KADMON CORPORATION, LLC; LIU, Kevin G.; OLSZEWSKI, Kellen L.; KIM, Ji-In; POYUROVSKY, Masha V.; MORRIS, Koi; YU, Xuemei; LAMARQUE, Christophe; (0 pag.)WO2020/5935; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 26621-44-3, name is 3-Nitro-1H-pyrazole, molecular formula is C3H3N3O2, 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. Product Details of 26621-44-3

Production Example 405 4-Bromo-3-nitro-1-trityl-1H-pyrazole 1.42 ML bromine was added at room temperature to a mixture of 3.13 g 3-nitro-1H-pyrazole (compound described in Janssen et al., J. Org. Chem., 36, 3081 (1971)) and 60 ML acetic acid, and the mixture was stirred for 6 hours.. Iced water was added to the reaction solution which was then neutralized with 5 N aqueous sodium hydroxide and an aqueous saturated ammonium chloride solution.. By adding ethyl acetate and water, the aqueous layer was separated.. The aqueous layer was saturated with common salt and extracted with ethyl acetate.. The combined organic layer was washed with an aqueous brine and then dried over anhydrous sodium sulfate.. The drying agent was filtered off, and the filtrate was evaporated. 5.41 g crude product of 4-bromo-3-nitro-1H-pyrazole was obtained as pale brown crystals.. From this compound, 11.05 g of the title compound was obtained as pale brown crystals by the same method as in Production Example 15.1H-NMR (CDCl3) delta: 7.10(m, 6H), 7.27-7.40(m, 9H), 7.46(s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 26621-44-3, its application will become more common.

Reference:
Patent; Eisai Co., Ltd.; EP1382603; (2004); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 26621-44-3, A common heterocyclic compound, 26621-44-3, name is 3-Nitro-1H-pyrazole, molecular formula is C3H3N3O2, 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.

General procedure: Added to the reaction bottle 3-nitro -1H-pyrazole (5mmol), NBS (5.5mmol), adding 20mLDMF (N, N-dimethyl formamide), then heating to 90 C, under the protection of nitrogen reaction sleepovers. After the reaction is complete, most of the DMF is removed by reduced pressure distillation, solid precipitating a large amount of water, filtering, 20 ml water washing, to obtain the target product solid after drying, light yellow solid. (Yield 87%)

The synthetic route of 26621-44-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan University; Yang, Shengyong; Wei, Yuquan; (24 pag.)CN105669558; (2016); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 26621-44-3, A common heterocyclic compound, 26621-44-3, name is 3-Nitro-1H-pyrazole, molecular formula is C3H3N3O2, 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.

Step B: To a stirred mixture of 3-nitro-lH-pyrazole (3.16 g, 27.9 mmol) in glacial acetic acid (20 mL) at 0 C was added fuming nitric acid (2.6 mL, 58.69 mmol) dropwise, followed by acetic anhydride (6.6 mL, 69.87 mmol). The mixture was stirred and allowed to warm to rt over 3 h, then poured into ice water (50 mL) and stirred for 20 h. The mixture was extracted with EtOAc combined organic layers were dried over MgS04, filtered and concentrated to dryness to afford 1,3- dinitro-lH-pyrazole (4.3 g, 97%). JH NMR (300 MHz, DMSO-t/6) delta 8.00 (br s, 1H), 6.44 (br s, 1H).

The synthetic route of 26621-44-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; FARAONI, Raffaella; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; SETTI, Eduardo; WO2012/30944; (2012); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 26621-44-3, name is 3-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. category: pyrazoles-derivatives

To a solution of 3-nitro-lH-pyrazole (5.0g, 44.22mmol, l .Oeq) in tetrahydrofuran (50mL) was added sodium hydride (1.6g, 66.33mmol, 1.5eq) at 0C and reaction mixture was stirred for 30 min followed by 2-(Trimethylsilyl)ethoxym ethyl chloride (8.86g, 53.06mmol, 1.2eq) was added at the same temperature. The reaction mixture was allowed to come at room temperature and stirred for 24h. After completion of reaction, reaction mixture was transferred in to ice cold water and extracted with ethyl acetate. Organic layer was combined, washed with brine, dried over sodium sulphate and concentrated under reduced pressure to obtain crude material. This was further purified by column chromatography and compound was eluted on 15% ethyl acetate in hexane as eluent to obtain 185.1. (7.9g, 73.42%). MS(ES): m/z 244.34 [M+H]+

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

Synthetic Route of 26621-44-3, The chemical industry reduces the impact on the environment during synthesis 26621-44-3, name is 3-Nitro-1H-pyrazole, I believe this compound will play a more active role in future production and life.

Step B: To a stirred mixture of 3-nitro-1H-pyrazole (3.16 g, 27.9 mmol) in glacial acetic acid (20 mL) at 0 C. was added fuming nitric acid (2.6 mL, 58.69 mmol) dropwise, followed by acetic anhydride (6.6 mL, 69.87 mmol). The mixture was stirred and allowed to warm to rt over 3 h, then poured into ice water (50 mL) and stirred for 20 h. The mixture was extracted with EtOAc combined organic layers were dried over MgSO4, filtered and concentrated to dryness to afford 1,3-dinitro-1H-pyrazole (4.3 g, 97%). 1H NMR (300 MHz, DMSO-d6) delta 8.00 (br s, 1H), 6.44 (br s, 1H).

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, 3-Nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Related Products of 26621-44-3, The chemical industry reduces the impact on the environment during synthesis 26621-44-3, name is 3-Nitro-1H-pyrazole, I believe this compound will play a more active role in future production and life.

[322] To a 0 C solution of 3-nitro-1H-pyrazole (1.0 g, 8.84 mmol) in NMP (10.0 mL) was added NaH (425 mg of 60 %w/w, 10.63 mmol). After 20 minutes, the mixture was warmed to room temperature and stirred a further 60 minutes. The mixture was re-cooled to 0 C and 2-fluoropyrimidine (1.0 g, 10.20 mmol) was added. The resultant mixture was heated to 80C for 16 h. The reaction mixture was poured over ice, resulting in precipitation of a solid. The product was collected by vacuum filtration, and the solids air-dried to provide 2-(3-nitro-1H-pyrazol-1-yl)pyrimidine (1.66 g, 96% yield). 1H NMR (400 MHz, DMSO-d6) delta 9.00 (d, J = 4.8 Hz, 2H), 8.91 (d, J = 2.9 Hz, 1H), 7.68 (t, J = 4.9 Hz, 1H), 7.35 (d, J = 2.8 Hz, 1H) ppm. ESI-MS m/z calc. 191.04, found 191.96 (M+1).

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, 3-Nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference of 26621-44-3, A common heterocyclic compound, 26621-44-3, name is 3-Nitro-1H-pyrazole, molecular formula is C3H3N3O2, 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 mixture of 3-nitro-1H-pyrazole (5 g, 44.22 mmol, 1 eq) in DMF (50 mL) was added NaH (2.12 g, 53.06 mmol, 60 wt.% in mineral oil, 1.2 eq) at 0 C. The reaction mixture was stirred at 0 C for 0.5 hour. Then 2,2-dimethyloxirane (3.51 g, 48.64 mmol, 1.1 eq) was added into the above mixture at 0 C. The resulting mixture was warmed to 25 C and stirred at 25 C for 1 hour. The reaction mixture was quenched by addition of H2O (100 mL) and extracted with EtOAc (2 x 50 mL). The combined organic layers were washed with brine (2 x 30 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give the title compound (3.7 g, crude) as yellow oil, which was used directly in the next step.1H NMR (400 MHz, CDCl3): d 7.60 (dd, 1 H), 6.93 (d, 1 H), 4.21 (s, 2 H) and 1.27 (s, 6 H). One exchangable proton not observed.LCMS: m/z 208.1 (M+Na)+(ES+)

The synthetic route of 26621-44-3 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 26621-44-3, name is 3-Nitro-1H-pyrazole, belongs to pyrazoles-derivatives compound, 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 26621-44-3, SDS of cas: 26621-44-3

3-Nitro-lH-pyrazole (3 g, 26.5 mmol’, 1 eq) , l-chloro-3- methylbut-2-ene (4.16 g 39.8 mmol, 1.5 eq) , potassium iodide (5 mg, 0.03 mmol, 0.001 eq. ) , and cesium carbonate (17.2 g, 53 mmol, 2 eq) were mixed in 1,4-dioxane (305 ml) . The mixture was subjected to microwave irradiation at 1200C for 30 min. The mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was purified with silica gel column chromatography using 0 to 40% ethyl acetate in hexane as an eluent to give 4.18 g of the title compound (87%) as a brown oil. [M+H] calc’d for C8HnN3O2, 182 found, 182.

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