Month: June 2021

Related Products of 218632-01-0,Some common heterocyclic compound, 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, molecular formula is C7H3FN2O2, 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.

te^-Butyl 9-(2,6-difluorobenzyl)-2-(5-cyano-2-nitrophenylamino)-8-oxo-8,9- dihydropurine-7-carboxyIate (58). Sodium hydride (88 mg, 95%) was added, under argon flush, to a solution of tert-bntyl 9-(2,6-difluorobenzyl)-2-amino-8-oxo-8,9- dihydropurine-7-carboxylate (57) (191 mg) and 3-fluoro-4-nitrobenzonitrile (415 mg) in DMF (5 mL) at -40 C. The reaction mixture was allowed to warm to -20 0C over 3 hr then quenched by the addition of sat. aq. NH4Cl, once at RT the mixture was diluted with EtOAc and separated. The organics were washed with brine (3 x), dried, filtered and evaporated, purified via column chromatography, (eluted with DCM and 1 and 2.5 % MeOH/DCM) to yield tert-Butyl 9-(2,6-difluorobenzyl)-2-(5-cyano-2- nitrophenylamino)-8-oxo-8,9-dihydropurine-7-carboxylate (58) (288 mg), MH+ = 524.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Fluoro-4-nitrobenzonitrile, its application will become more common.

Reference:
Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2006/108103; (2006); A1;,
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Application of 2469-99-0, A common heterocyclic compound, 2469-99-0, name is 3-Oxobutanenitrile, molecular formula is C4H5NO, 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: DDQ (341 mg, 1.5 mmol) was added to -cyanoketone (0.5 mmol) in ethyl acetate (2 mL). Theresulting reaction mixture was stirred overnight during which time a yellow solid precipitated.Ethyl acetate (30 mL) was added and the resultant mixture was subsequently washed with coldaqueous 5% NaHCO3 (10 mL×3) and brine. Silica gel (0.5 g) was added and the mixture rotaryevaporated. The resulting powder was added to the top of a short silica-gel column and purifiedusing petroleum ether/ethyl acetate in a 10:1~7:1 ratio (volume ratio) as the eluent to afford thedesired 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:
Article; Li, Jiang-Sheng; Xue, Yuan; Li, Zhi-Wei; Liu, Wei-Dong; Lu, Cui-Hong; Zhao, Pei-Xia; Synlett; vol. 24; 15; (2013); p. 2003 – 2005;,
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Electric Literature of 67515-59-7, A common heterocyclic compound, 67515-59-7, name is 4-Fluoro-3-(trifluoromethyl)benzonitrile, molecular formula is C8H3F4N, 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: A mixture of 9H,9’H-3,3′-bicarbazole (500 mg, 1.50 mmol), 4-fluoro-2-methylbenzonitrile (450 mg, 3.33 mmol) and K2CO3(0.99 g, 7.2 mmol) in dimethyl sulfoxide (DMSO) (6 mL) was stirredat 140 C for 12 h under nitrogen atmosphere. After cooling to roomtemperature, the mixture was poured into water, filtered and thenpurified by column chromatography over silica gel with CH2Cl2/petroleum ether (1: 1) as eluent to afford a white solid (760 mg,89%).

The synthetic route of 67515-59-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cao, Xudong; Hu, Jia; Tao, Youtian; Yuan, Wenbo; Jin, Jie; Ma, Xiaoxuan; Zhang, Xinwen; Huang, Wei; Dyes and Pigments; vol. 136; (2017); p. 543 – 552;,
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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. 34667-88-4, name is 2-Fluoro-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 34667-88-4

A mixture of 4-nitro-2-fluorobenzonitrile (1.83 g, 5 mmol) and iron (1.68 g, 6 mmol) in a mixture of acetic acid (40 ml) and ethyl acetate (40 ml) was refluxed for 2 hours. The solid was filtered off and the filtrate was washed with water and extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, concentrated and chromatographed (dichloromethane:acetone, 95:5) to yield 4- amino-2-fluorobenzonitrile (54a) (0.653 g, 4.8 mmol, 96%).

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; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2006/124118; (2006); A1;,
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These common heterocyclic compound, 1114546-30-3, name is 4-Bromo-2-fluoro-3-methylbenzonitrile, 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. Recommanded Product: 1114546-30-3

General procedure: A mixture of 4-bromo-2-fluoro-3-methylbenzonitrile (7.00 g, 32.7mmol), potassium vinyltrifluoroborate (5.3 g, 39 mmol) and Pd(dppf)Cl2 (0.5 g, 0.7 mmol) in 70 mL of EtOH and 30mL of TEA was refluxed under Ar for 4 hours. Concentrated, the residue was purified by column chromatography(petrol ether: EtOAc = 10 :1) to afford 4-ethenyl-2-fluoro-3-methylbenzonitrile.

The synthetic route of 4-Bromo-2-fluoro-3-methylbenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
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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. 14447-18-8, name is Benzyl cyanoacetate, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Synthesis of 2-(2-(methylsulfonyl)-4-trifluoromethylbenzoyl)acetonitrile 1.10 g of magnesium chloride (11.5 mmol) in 15 ml of acetonitrile are admixed at 0 C. with 2.0 g (11.4 mmol) of benzyl cyanoacetate and 2.3 g (22.9 mmol) of triethylamine. After stirring for 20 min at 0 C., 3.27 g (11.4 mmol) of 2-(methylsulfonyl)-4-trifluoromethylbenzoyl chloride are added in portions. The mixture is stirred for 16 h at RT, acidified with 2n HCl and extracted with ether. The organic phase is dried and concentrated in a rotary evaporator. Yield 2.74 g (56%; 1H-NMR, CDCl3, 400 MHz: 14.20 (bs, 1H), 8.43 (s, 1H), 8.05 (d, 1H), 7.82 (d, 1H), 5.40 (s, 2H), 3.30 (s, 3H)) of benzyl 2-(2-(methylsulfonyl)-4-trifluoromethylbenzoyl)cyanoacetate, which, after adding 0.65 g (1 eq) of triethylamine in THF, is hydrogenated for 2 h. After filtration, the mixture is diluted with ethyl acetate and washed with 2N HCl, NaHCO3 solution and sodium chloride solution. Yield 1.41 g (75%). 1H NMR, CDCl3, 400 MHz: 8.36 (s, 1H), 8.04 (d, 1H), 7.63 (d, 1H), 4.03 (s, 2H), 3.21 (s, 3H).

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; Braun, Ralf; Willms, Lothar; Heinemann, Ines; Haeuser-Hahn, Isolde; Dietrich, Hansjoerg; Gatzweiler, Elmar; Rosinger, Christopher Hugh; US2014/342906; (2014); A1;,
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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. 60899-34-5, name is 1-Oxo-2,3-dihydro-1H-indene-4-carbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C10H7NO

a 4-Thiocarbamoyl-2,3-dihydro-1H-inden-1-one A solution of 12.1 g (77 mmol) of 4-cyano-2,3-dihydro-1H-inden-1-one ?see Coll. Czechoslov. Chem. Commun. 4, 3227[(1978)] in 220 ml of pyridine and 10.6 ml (77 mmol) of triethylamine is saturated with hydrogen sulfide for 3 hours at 40 and is then stirred at the same temperature for 16 hours. The reaction mixture is cooled and then concentrated to dryness by evaporation, and 300 ml of water are added to the residue. The yellow product that has crystallized out is filtered off with suction, washed with water, dried and recrystallized from ethyl acetate. In that manner there is obtained the title compound, m.p. 197 (decomp.).

The synthetic route of 60899-34-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; US5840911; (1998); A;,
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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. 179897-89-3, name is 5-Bromo-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-2-fluorobenzonitrile

II1 (1.0 g, 5 mmol) was dissolved in DMF (15 mL)K2CO3 (2.0 g, 15 mmol), tetrahydropyrrole (1.0 g, 15 mmol)The response was complete at 6C for 6 h at 86 C. Add 80 mL of water to dilute,Ethyl acetate (80 mL x 3), washed with saturated brine, dried over anhydrous magnesium sulfate,The solvent was evaporated under reduced pressure to give 1.1 g of an orange solid, 5-bromo-2-tetrahydropyrrole-benzonitrile (III7) in a yield of 97.3%.

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; South China University of Technology; Zhang Lei; Wu Fangping; Li Jing; Zou Yake; (15 pag.)CN106632245; (2017); A;,
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Related Products of 2469-99-0, The chemical industry reduces the impact on the environment during synthesis 2469-99-0, name is 3-Oxobutanenitrile, I believe this compound will play a more active role in future production and life.

General procedure: In a 250 mL RBF, 3-aminobut-2-enenitrile (2.0 g, 0.24 mole) was added to a stirred solution of cyclohexyl hydrazine hydrochloride (4.0 g, 0.026 mole) and acetic acid (0.1 mL) in ethanol (60 mL). The reaction was refluxed for 6 h. Crude was evaporated and loaded on column to elute out product at 40% ethyl acetate in hexane. (1.74 g, 40%)

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-Oxobutanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sharma, Swagat; Kozek, Krystian A.; Abney, Kristopher K.; Kumar, Sushil; Gautam, Nagsen; Alnouti, Yazen; David Weaver; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 791 – 796;,
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Electric Literature of 105942-08-3, A common heterocyclic compound, 105942-08-3, name is 4-Bromo-2-fluorobenzonitrile, molecular formula is C7H3BrFN, 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.

A mixture of 4-bromo-2-fluoro-benzonitrile (15.0 g, 75.0 MMOL), methanol (30.4 mL, 350 MMOL) and potassium carbonate (31.1 g, 225 MMOL) in DMF (150 mL) was stirred under argon at 55 °C overnight. At this point TLC (100percent methylene chloride) revealed no starting material, and the reaction mixture was poured into ether (300 mL) and water (150 mL). The layers were separated, and the organic layer was washed with water (150 mL) and brine (50 mL), dried over MG2S04, filtrated, and concentrated under reduced pressure, providing (15.2 g, 95.5percent) OF 4-BROMO-2-METHOXY-BENZONITRILE AS a white SOLID. H-NMR (CDCI3) 8 7.41 (d, J = 8.1 Hz, 1H), 7.16 (dd, J = 8.1, 1,6 Hz, 1H), 7.13 (d, J = 1,6 Hz, 1H), 3.93 (s, 3H); MS GC-MS (M+ = 211; RT= 6.15 min).

The synthetic route of 105942-08-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/14566; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts