May 2021 - Page 8 of 56 - Nitriles-buliding-blocks

Introduction of a new synthetic route about 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

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.

Related Products of 1080-74-6, A common heterocyclic compound, 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, molecular formula is C12H6N2O, 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: Compound III (150 mg, 0.16 mmol) and malononitrile(43 mg, 0.65 mmol) were dissolved in CHCl3 (30 mL), then 3 drops ofpiperidine were added. The mixed solution was degassed for 10 min bybubbling nitrogen. The reaction solution was heated at 65 C for 10 h.After completing, the solution was cooled to room temperature. Thesolvent was removed, and the solid crude product was obtained bymethanol precipitation. The crude product was purified by silica gelcolumn chromatography by using CHCl3 as the eluent to obtain a darkredsolid (122 mg, 74%).

Reference:
Article; Zhang, Tong; Yu, Tianzhi; Zhao, Yuling; Wei, Chengjin; Ma, Hailin; Li, Yanmei; Zhang, Hui; Dyes and Pigments; vol. 177; (2020);,
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The important role of 16532-79-9

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

Reference of 16532-79-9, 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. 16532-79-9, name is 4-Bromophenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2: Preparation of l-(4-bromophenyl)cyclopropanecarbonitrile; To a room temperature solution of 4-bromophenylacetonitrile ( 18.0 g) in a solution of 22 mL of sodium hydroxide (50% in water WAV) were added l-bromo-2-chloroethane and (12.0 mL) and benzyltriethylammonium chloride (627 mg). The mixture was heated at 600C overnight. The reaction mixture was cooled to room temperature and diethyl ether was added (300 mL) and partitioned. The ether layer was washed with water (100 mL), hydrogen chloride (100 mL, 10% HCl in water), brine and dried with magnesium sulfate. Upon removal of the solvent in vacuo, the residue was purified by swish using diethyl ether and hexanes to yield the title compound.1H NMR (CD3COCD3) delta 7.60 (2 H, d), 7.35 (2 H, d), 1.74-1.80 (2 H, m), 1.52-1.57 (2 H, m).

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2006/133559; (2006); A1;,
Nitrile – Wikipedia,
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Extracurricular laboratory: Synthetic route of 58633-04-8

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-Amino-3,5-dibromobenzonitrile, other downstream synthetic routes, hurry up and to see.

Electric Literature of 58633-04-8, 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. 58633-04-8, name is 4-Amino-3,5-dibromobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2 Preparation of 3,5-Dibromobenzonitrile STR16 To a stirred solution of t-butylnitrite (53.5 muL, 0.449 mmoles) in 1 ml sieve dried dimethylformamide at 50 C. under an atmosphere of nitrogen was added a solution of 4-amino-3,5-dibromobenzonitrile (50 mg, 0.179 mmoles) in 1 mL of DMF. The mixture was stirred at 50 C. for 0.5 hour and partitioned between diethyl ether, ice-water, and ammonium chloride. The organic phase was separated, washed with water and brine, dried over anhydrous sodium, filtered, and evaporated. Purification by plate layer chromatography using hexane-ethyl acetate (9:1) as eluant provided 28 mg (59%) of white, crystalline product. NMR(CDCl3) delta: 7.7 (d, J=1.8Hz, 2H), 7.9 (t, J=1.8Hz, 1H).

Reference:
Patent; Merck & Co., Inc.; US5192758; (1993); A;,
Nitrile – Wikipedia,
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Continuously updated synthesis method about 4-Chloro-2-fluorobenzeneacetonitrile

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. 75279-53-7, name is 4-Chloro-2-fluorobenzeneacetonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 75279-53-7

Intermediate 36: tert-Butyl 4-((4-chloro-2-fluorophenyl)(cyano)methyl)piperidine-1-carboxylate A solution of 2-(4-chloro-2-fluorophenyl)acetonitrile (0.353 g, 2.082 mmol) in DMF (5 mL) was cooled to 0-5 C., to this was added sodium hydride (0.050 g, 2.082 mmol) and tert-butyl 4-bromopiperidine-1-carboxylate (0.5 g, 1.893 mmol). The reaction was stirred at room temperature for 3 hours. The mixture was quenched with ice/water and partitioned between ethyl acetate and water. The phases were separated and the aqueous extracted with ethyl acetate. The combined organics were washed with water, dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography on silica, eluted with 0-50% ethyl acetate/petroleum ether to afford ten-butyl 4-((4-chloro-2-fluorophenyl)(cyano)methyl)piperidine-1-carboxylate (0.5 g, 75%).

Reference:
Patent; Carroll, Colm; Goldby, Anne; Teall, Martin; US2013/324576; (2013); A1;,
Nitrile – Wikipedia,
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Discovery of C7H3F2N

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, 2,6-Difluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 1897-52-5, name is 2,6-Difluorobenzonitrile, belongs to nitriles-buliding-blocks 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 1897-52-5, Formula: C7H3F2N

General procedure: To an oven dried round bottom flask charged with a mixture of 2-fluorobenzonitrile (1a, 1 mmol) and hydrazine (2a, 1mmol) in ethanol (3 ml), stirred the reaction mixture at 80 C, for 30 min. To the reaction mixture isatin (3a, 1 mmol), 5,5-dimethyl-1,3-cyclohexanedione (4a, 1 mmol) and p-TSA (40 mol %) was added and the reaction mixture was further stirred at 80 C for 4 h. The progress of the reaction was monitored by TLC. After completion of the reaction, solid products was filtered under vacuum, air dried, to obtain the analytically pure products. The compounds 5a-5r were also synthesized by adopting this procedure.

Reference:
Article; Balwe, Sandip Gangadhar; Lim, Kwon Taek; Cho, Byung Gwon; Jeong, Yeon Tae; Synthetic Communications; vol. 49; 4; (2019); p. 602 – 610;,
Nitrile – Wikipedia,
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The important role of 2-Chloro-4-(trifluoromethyl)benzonitrile

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, 2-Chloro-4-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 1813-33-8, 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. 1813-33-8, name is 2-Chloro-4-(trifluoromethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 2-Chloro-4-(trifluoromethyl)-benzonitrile(1.00 mmol) was dissolved in appropriate alcohol, and DBU(2.00 mmol) was added. The mixture was stirred for 3 h at 80 C.The reaction was quenched with water and extracted with EtOActwice. The combined organic extracts were dried over MgSO4,filtered, and concentrated in vacuo. The residue was purified byflash column chromatography on silica gel using EtOAc/hexane(1:4) eluant condition.

Reference:
Article; Ann, Jihyae; Jung, Aeran; Kim, Mi-Yeon; Kim, Hyuk-Min; Ryu, Hyungchul; Kim, Sunjoo; Kang, Dong Wook; Hong, Sunhye; Cui, Minghua; Choi, Sun; Blumberg, Peter M.; Frank-Foltyn, Robert; Bahrenberg, Gregor; Stockhausen, Hannelore; Christoph, Thomas; Lee, Jeewoo; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6844 – 6854;,
Nitrile – Wikipedia,
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Some scientific research about 57381-51-8

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-fluorobenzonitrile, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 57381-51-8, name is 4-Chloro-2-fluorobenzonitrile, belongs to nitriles-buliding-blocks 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 57381-51-8, category: nitriles-buliding-blocks

General procedure: Two runs were set side by side. A Schlenck tube was loadedwith [RuCl2(p-cymene)]2 (7.7 mg, 0.0125 mmol, 2.5 mol%), L3 (9.8 mg, 0.025 mmol, 5 mol%),K2CO3 (173 mg, 1.25 mmol), The tube was backfilled with Ar (3 ×). Under light backflow of Ar, NMP (2.5 mL) was added, followed by the required substrate (1c-1e) (0.6 mmol), and p-chloroanisole (2a;62 L, 71 mg, 0.5 mmol). The tube was sealed and the reaction mixture was stirred at 140 C for 24hours. After cooling to room temperature, the reaction mixtures from both tubes were combined in H2O(40 mL) and EtOAc (20 mL). The organic phase was separated and washed with H2O (3 × 30 mL),dried (MgSO4), filtered, and concentrated under reduced pressure. The monoarylated products (major)were isolated after flash chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-2-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Li, You-Gui; Wang, Zhen-Yu; Zou, Ya-Ling; So, Chau-Ming; Kwong, Fuk-Yee; Qin, Hua-Li; Kantchev, Eric Assen B.; Synlett; vol. 28; 4; (2017); p. 499 – 503;,
Nitrile – Wikipedia,
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Extended knowledge of 403-54-3

The chemical industry reduces the impact on the environment during synthesis 3-Fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Electric Literature of 403-54-3, 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. 403-54-3, name is 3-Fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of nitrile (5 mmol), tert-butyl benzoate (5.5 mmol) and Zn(ClO4)2·6H2O (2 mol%) was placed in around bottom flask. Then, the reaction mixture was heated at 50 C for the given time. After completion of the reaction monitored by thin layer chromatography (TLC), the reaction mixture was quenched with 5-ml water. Then the reaction system was added 10 ml aqueous NaOH solution (1 mol/L) and continued to be stirred 5 min and extracted with ethyl acetate (3 × 10 ml). The organic layers were collected, combined, washed with water (3 × 10 ml), driedover anhydrous Na2SO4, and concentrated under vacuum.

The chemical industry reduces the impact on the environment during synthesis 3-Fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Feng, Cheng-Liang; Yan, Bin; Zhang, Min; Chen, Jun-Qing; Ji, Min; Chemical Papers; vol. 73; 2; (2019); p. 535 – 542;,
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Continuously updated synthesis method about 4592-94-3

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-(4-Bromophenyl)-3-oxopropanenitrile, other downstream synthetic routes, hurry up and to see.

Related Products of 4592-94-3, The chemical industry reduces the impact on the environment during synthesis 4592-94-3, name is 3-(4-Bromophenyl)-3-oxopropanenitrile, I believe this compound will play a more active role in future production and life.

To a mixture of 3-(4-bromophenyl)-3-oxo-propanenitrile (7.00 g, 31.2 mmol) and nickel chloride hexahydrate (18.6 g, 78.1 mmol) in anhydrous tetrahydrofuran (150 mL)was added sodium borohydride (5.91 g, 156 mmol) portion-wise at 0 C under a nitrogen. The mixture was warmed to rt and stirred for 2 hours. On completion, ammonium chloride (10 mL) was added to the reaction and the mixture was extracted with EtOAc (3 X 100 mL). The organic layer was dried over anhydrous sodium sulfate, and filtered. The residue was concentrated in vacuo to give the title compound. LCMS: (ESj m/z (M+H) = 230.0, tR= 1.069.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (163 pag.)WO2017/156179; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Extended knowledge of 2-Chloro-4-(trifluoromethyl)benzonitrile

Synthetic Route of 1813-33-8, The chemical industry reduces the impact on the environment during synthesis 1813-33-8, name is 2-Chloro-4-(trifluoromethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: Appropriate ROH (3.00 mmol) was added topotassium tert-butoxide (3.00 mmol) solution in toluene (7 ml).1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU, 3ml)was added to the mixture and stirred for 30 min at 80 C. Aftercooled down to ambient temperature of the reaction mixture,2-chloro-4-(trifluoromethyl)-benzonitrile (1.00 mmol) in toluenewas dropwise and stirred for 3 h at 80 C. The reaction wasquenched by adding water and extracted with EtOAc twice. Thecombined organic extracts were dried over MgSO4, filtered, andconcentrated in vacuo. The residue was purified by flash columnchromatography on silica gel using EtOAc/hexane (1:7) eluantcondition.