Category: 2075-46-9

Adding a certain compound to certain chemical reactions, such as: 2075-46-9, name is 4-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 2075-46-9, Application In Synthesis of 4-Nitro-1H-pyrazole

4-Nitro-1H-pyrazole (1.13 g, 9.99 mmol) was dissolved in 15 mL of dry THF.The reaction flask was placed in an ice bath and cooled, and NaH (600 mg, 25 mmol) was slowly added.Stir to room temperature and stir for 2.5 h, then slowly add methyl iodide (3.84 g, 20 mmol).Stirring was continued for 1.5 h, and the reaction was quenched by slowly adding 15 mL of saturated brine.The reaction solution was concentrated under reduced pressure and ethyl acetate (50 mL×3)Wash with water, saturated brine (50 mL×2), dry over anhydrous sodium sulfate,1-Methyl-4-nitro-1H-pyrazole (826 mg, 65%) was obtained as a pale yellow solid.

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

Reference:
Patent; Chengdu Diao Pharmaceutical Group Co., Ltd.; Guo Na; He Qian; Deng Ta; Dai Chuan; Yang Qiao; Chen Shuang; Fan Bo; (131 pag.)CN108373476; (2018); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 2075-46-9,Some common heterocyclic compound, 2075-46-9, name is 4-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.

The solution of 4-nitro-1H-pyrazole (SM6, 10 g, 88.44 mmol), NaH(60%, 1.3 eq, 4.60 g, 114.97mmol) and iodomethane (SM7, 25 g, 177 mmol) in Dry DMF (100 ml) was stirred at 0C overnight, and then cooled to room temperature and quenched with water (200 mL) and extracted with EA. The organic layer was dried over anhydrous Na2SO4 to obtain the target compound 12(11 g, 92 % yield).

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Rex Pharmaceutical Co., Ltd; WANG, Yonghui; ZHOU, Juan; GAO, Yujun; WANG, Dong; HONG, Binbin; SHEN, Ximing; WU, Yaodong; LI, Chunqi; EP3476848; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 2075-46-9, name is 4-Nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., name: 4-Nitro-1H-pyrazole

Add 4-nitropyrazole (5g), K2CO3 (9.17g) to a 100mL eggplant-shaped bottle,2-bromoethyl methyl ether (7.38g),KI (1.47g) and 63mL CH3CN, reflux overnight.At the end of the reaction, spin dry under reduced pressure, add H2O 75mL, EA 50mL × 3, combine the organic layers, wash with saturated brine, and dry the organic phase with anhydrous Na2SO4.Dry under reduced pressure to give an oily product.

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.

Reference:
Patent; China Pharmaceutical University; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Zhang Dayong; Zhang Tiantai; Yin Yuan; Chen Chengjuan; Yu Runan; Shu Lei; (38 pag.)CN110885331; (2020); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 2075-46-9, A common heterocyclic compound, 2075-46-9, name is 4-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 solution of 4-nitro-1H-pyrazole (2.5 g, 22.11 mmol) in THF (50 mL) wasadded NaH (0.973 g, 24.32 mmol) and the mixture was stirred at rt for 5 mm. To thissuspension was then added CH3I (1.382 mL, 22.11 mmol) and stirred at rt overnight. The reaction mixture was then diluted with EtOAc (2 x 25 mL) and washed with brine (25 mL). The organic layer was concentrated, followed by purification using normal phase chromatography to yield 1-methyl-4-nitro-1H-pyrazole as white solid (1.9 g, 80% yield).?H NMR (400 MHz, CDC13) oe ppm 8.12 (s, 1H), 8.06 (s, 1H), 3.97 (s, 3H).

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 2075-46-9,Some common heterocyclic compound, 2075-46-9, name is 4-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.

The solution of 4-nitro-1H-pyrazole (SM6, 10 g, 88.44 mmol), NaH(60%, 1.3 eq, 4.60 g, 114.97mmol) and iodomethane (SM7, 25 g, 177 mmol) in Dry DMF (100 ml) was stirred at 0C overnight, and then cooled to room temperature and quenched with water (200 mL) and extracted with EA. The organic layer was dried over anhydrous Na2SO4 to obtain the target compound 12(11 g, 92 % yield).

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, its application will become more common.

Reference:
Patent; Hangzhou Rex Pharmaceutical Co., Ltd; WANG, Yonghui; ZHOU, Juan; GAO, Yujun; WANG, Dong; HONG, Binbin; SHEN, Ximing; WU, Yaodong; LI, Chunqi; EP3476848; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 2075-46-9, 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. 2075-46-9, name is 4-Nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 4-nitro-1H-pyrazole (1.13 g, 10 mmol) in DMF (20 ml) was added K2CO3 (1.38 g, 10 mmol) and 2-Bromoethanol(1.50 g, 12 mmol). Then the mixture was stirred at 60 C for 12 h. DMF was removed at reduced pressure and add water (100 ml), extractedwith ethyl acetate (3×100 ml), dried with Na2SO4 and evaporated to give compound 2a as a white solid.

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

Reference:
Article; Ding, Huai-Wei; Wang, Shu; Qin, Xiao-Chun; Wang, Jian; Song, Hong-Rui; Zhao, Qing-Chun; Song, Shao-Jiang; Bioorganic and Medicinal Chemistry; vol. 27; 13; (2019); p. 2729 – 2740;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 2075-46-9, A common heterocyclic compound, 2075-46-9, name is 4-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.

[0214j A mixture of 2-bromoethanol (3.75 g, 30.00 mmol), 4-nitropyrazzole (3.39 g, 30.00 mmol) and K2C03 (4.97 g, 36.00 mmol) in acetonitrile (30 mL) was refluxed for 16 h. Then the mixture was filtered and the filtrate was concentrated to dryness to give crude product 2-(4-nitro-1H-pyrazol-1-yl)ethanol as a white solid (4.70 g, yield: 100%), which was used directly in the next step. ESI-MS (M+H) : 158.0.

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; MA, Bin; CHAN, Timothy, Raymond; SUN, Lihong; ZHANG, Lei; KUMARAVEL, Gnanasambandam; LYSSIKATOS, Joseph, P.; KOCH, Kevin; MIAO, Hua; WO2015/89337; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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

4-Nitro-1H-pyrazole 12 (10.0 g, 88.4 mmol) was taken in CH3CN (100 mL) in a 250 mL round bottom flask under N2. To it were sequentially added iodomethane (18.8 g, 132.0 mmol) and K2C03 (30.5 g, 221.0 mmol). The reaction mixture was heated at 100C for 1 6h. The reaction mixture was then poured into ice water (100 g) and extracted with EtOAc (3 x 100 mL). The combined organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude was further washed with n-pentane to afford 15 as a light yellow solid (10.8 g, 96% yield). ?H NMR (400 MHz, CDC13): 88.11 (s, 1H), 8.05 (s, 1H), 3.96 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2075-46-9, its application will become more common.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; SIVANANDHAN, Dhanalakshmi; BAKTHAVATCHALAM, Rajagopal; KETHIRI, Raghava Reddy; VISWANADHAN, Vellarkad Narayana; GIRI, Sanjeev; WO2015/25197; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 2075-46-9, 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. 2075-46-9 name is 4-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 500 mL round bottom flask containing 4-nitro-i-H-pyrazole (5g, 44.2 mmol) was added sodium hydroxide (1M, 200 mL) and dimethyl sulfate (31 mL, 330 mmol). The mixture was stirred at room temperature for 72 h and the mixture was extracted with CH2C12 (2 x 150 mL). The organic layer was separated and the solvent was distilled off to yield 1- methyl-4-nitro- lH-pyrazole as a white solid (4.30 g, 76%). Following WO 2007/99326, to a 500 mL 3-neck-round bottom flask was added 1- methyl-4-nitro- lH-pyrazole (4.30 g, 33.8 mmol) and THF (12 mL). The mixture was cooled to -78 C and lithium hexamethyldisilazide in THF (1M, 88.4 mL, 90 mmol) was added dropwise via an addition funnel over 20 min. The brown mixture was stirred for 30 min and warmed to -45 C over 30 min. The mixture was cooled back down to -78 C and hexachloroethane (10.5 g, 44.2 mmol) dissolved in THF (20 mL) was added via an addition funnel over 15 min. The mixture was stirred for 2.5 h, warmed from -78 C to -40 C and the reaction was monitored by LCMS. Upon completion of the reaction, the reaction was quenched with a solution of saturated NH4C1 (150 mL), and ethyl acetate (100 mL) was added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (100 mL). The combined organic layer was washed with water (150 mL), dried over Na2S04 and the organic solvent was distilled off. The crude product was purified via flash chromatography (CH2C12/ 7% MeOH) to yield 5-chloro-l-methyl-4-nitro- lH-pyrazole as a white solid (1.40 g, 20%). 1H NMR (400 MHz, CDC13) delta 8.13 (s, 1H), 3.92 (s, 3H); ESIMS m/z = 162.0 (M+l)

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BURCH, Jason; CHEN, Huifen; WANG, Xiaojing; WO2015/140189; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2075-46-9, name is 4-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 2075-46-9, Formula: C3H3N3O2

At 0 C., to a solution of 4-nitropyrazole (3.3 g, 29.2 mmol) in anhydrous THF (30 mL) was added sodium hydride (1.3 g, 32.1 mmol). After the mixture was stirred for 1 hour, iodomethane (2 mL) was added slowly, and the resultant mixture was stirred for further 2 hours. Then the mixture was poured into ice water (100 mL), extracted with ethyl acetate (50 mL×3), and the organic layer was dried over anhydrous sodium sulfate. The mixture was filtrated, the filtrate was concentrated under reduced pressure. The residue was added into a component solvent (20 mL) of petroleum ether and ethyl acetate (20:1), stirred, and there was solid precipitated. After filtration, the solid was dried in vacuum for 8 hours to give white solid 15-b (2.6 g, yield: 70%), which was used directly for the next step without further purification. LC-MS (ESI): m/z=128 [M+H]+.

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.

Reference:
Patent; SHANGHAI CHEMEXPLORER CO., LTD.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WANG, Tinghan; US2015/336982; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics