Category: nitriles-buliding-blocks

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%).

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; Carroll, Colm; Goldby, Anne; Teall, Martin; US2013/324576; (2013); A1;,
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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).

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.

Reference:
Patent; Merck & Co., Inc.; US5192758; (1993); A;,
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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).

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:
Patent; MERCK FROSST CANADA LTD.; WO2006/133559; (2006); A1;,
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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%).

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; Zhang, Tong; Yu, Tianzhi; Zhao, Yuling; Wei, Chengjin; Ma, Hailin; Li, Yanmei; Zhang, Hui; Dyes and Pigments; vol. 177; (2020);,
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Reference of 302912-31-8, These common heterocyclic compound, 302912-31-8, name is Ethyl 2-(4-cyanophenyl)-2-oxoacetate, 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-cyano-phenyl)-oxo-acetic acid ethyl ester 1.0 g, 4.9 mmol) in 20 mL of dichloromethane and (diethylamino)sulfur trifluoride (DAST) (1.0 g, 6.2 mmol) was stirred at r.t. for 3 hrs. The mixture was poured into iced water and extracted with ethyl acetate. The organics were dried over MgSO4 and concentrated to give crude (4-cyano-phenyl)-difluoro-acetic acid ethyl ester which was used for the reaction.

Statistics shows that Ethyl 2-(4-cyanophenyl)-2-oxoacetate is playing an increasingly important role. we look forward to future research findings about 302912-31-8.

Reference:
Patent; Wyeth; US2005/131014; (2005); A1;,
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Related Products of 17823-40-4, 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 17823-40-4 as follows.

A mixture of 2-ethynyl-1,3-dimethylbenzene (Compound 6) (0.4 g, 3.0 mmol), 4-bromo-2,3,5,6-tetrafluorobenzonitrile (0.38 g, 1.5 mmol), Pd(PPh3)4 (0.173 g,0.15 mmol), Cul (0.057 g, 0.3 mmol) and diisopropylamine (0.4 g, 4 mmol) in dioxane (40 mL) was degassed and heated at about 80 C for about 16 hours. The resulting mixture was worked up with ethyl acetate. After filtered off precipitate, the solution was loaded on silica gel and purified by flash column using eluents of hexane to hexane/dichloromethane (4:1). Removal of solvent give a white solid (Compound 7) (0.4 g, in 88% yield).

According to the analysis of related databases, 17823-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NITTO DENKO CORPORATION; ZHENG, SHIJUN; BASIAGO, ADAM; (86 pag.)JP2016/526025; (2016); A;,
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Some common heterocyclic compound, 1813-33-8, name is 2-Chloro-4-(trifluoromethyl)benzonitrile, molecular formula is C8H3ClF3N, 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: 2-Chloro-4-(trifluoromethyl)benzonitrile

General procedure: A mixture of 2-chloro-4-(trifluoromethyl)-benzonitrile (1.00 mmol) and appropriate thiol (RSH, 3.00 mmol),18-crown-6-ether (cat.) and potassium carbonate (2.00 mmol)were dissolved in acetonitrile (3 ml). The mixture was refluxedfor 12 h and then cooled to ambient temperature. The mixturewas quenched by adding water and extracted with EtOAc.Extracted organic compound was dried over MgSO4, filtered, andconcentrated in vacuo. The residue was purified by flash columnchromatography on silica gel using EtOAc/hexane (1:4) eluantcondition. (RSH = CH3CO2(CH2)2SH for 42).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1813-33-8, its application will become more common.

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;,
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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. 194853-86-6, name is 4-Fluoro-2-(trifluoromethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: nitriles-buliding-blocks

. 4-({[2-(methyloxy)phenyI]methyl}amino)-2-(trifluoromethyl)benzonitriIeTo a solution of 4-flouro-2-(trifluouromethyl)benzonitrile (reagent A) (500 mg, 2.6 mmol) in anhydrous DMF (0.5 M) was added 2-methoxybenzylamine (reagent B) (0.35 mL, 2.6 mmol) and oven-dried potassium carbonate (365 mg, 2.6 mmol). The reaction mixture stirred at 85 0C for 18 hours. After cooling to room temperature, the reaction mixture was diluted with water. The organics were extracted into ethyl ether and dried over sodium sulfate. The Filtrate was concentrated, and remaining DMF was removed under reduced pressure to yield a beige solid (415 mg, 51% crude yield): MS (ESI) 306.3 (MH)+.

The synthetic route of 194853-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/113552; (2006); A2;,
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Electric Literature of 31643-49-9, A common heterocyclic compound, 31643-49-9, name is 4-Nitrophthalonitrile, molecular formula is C8H3N3O2, 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 500 mL three-neck rounde-bottom flask was added resorcinol (16.52 g, 0.15 mol), 4-nitrophthalonitrile (51.94 g, 0.30 mol) and 180 mL DMSO. During the course of the reaction, the K2CO3 (62.19 g, 0.45 mol) was added in three portions at an interval of 20 min. Then the resulting mixture was heated at 40 C for 12 h under nitrogen. After cooling, the product mixture was poured into water. The light yellow filtrate was collected by suction filtration and washed with large amount of water until the filtrate was neutral. The crude product (42.0 g) was purified by rinsing with CH2Cl2 in Buchner funnel and suction flask, and the filtrate was then dried by evaporation under a vacuum at 80 C for 5 h to remove CH2Cl2. The yellow-white powder was obtained in 68.7 wt% yield (28.9 g), m. p. peak at 183 C (sharp) (DSC) at a heat rate of 10 C/min. FTIR (KBr), 2232 (C?N), 1284 (Ar-O-Ar), 1248 (Ar-O-Ar). 1H NMR (400 MHz, DMSO-d6): 8.14-8.11 (d, 2H; Ar H), 7.92 (s, 2H; Ar H), 7.63-7.53 (m, 3H; Ar H), 7.15-7.12 (m, 3H; Ar H).

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; Yuan, Ping; Ji, Suchun; Hu, Jianghuai; Hu, Xueping; Zeng, Ke; Yang, Gang; Polymer; vol. 102; (2016); p. 266 – 280;,
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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. 874-89-5, name is 4-(Hydroxymethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-(Hydroxymethyl)benzonitrile

To a solution of 7-ethoxy-2,3-dihydro-2,2-dimethyl-alpha-(1-methylethyl)-5-benzofuranmethanol (1.26 g, 4.78 mmol) and 4-cyanobenzenemethanol (530 mg, 3.98 mmol) in toluene (3.5 ml) and acetic acid (2 ml) was added conc. sulfuric acid (0.53 ml, 9.95 mmol), and the mixture was stirred for 1 hour at 80C. Ethanol (35.9 ml) was added dropwise thereto at the same temperature and the mixture was stirred for 30 minutes. After cooling, the reaction mixture was poured into ice water, and washed with diisopropyl ether. The aqueous layer was neutralized with sodium hydrogen carbonate, and extracted three times with ethyl acetate. The combined organic layer was washed with a saturated aqueous solution of sodium chloride, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was subjected to a basic silica gel column chromatography (hexane/ethyl acetate, 10:1 followed by 5:1), and crystallized from diisopropyl ether-hexane to give the title compound (614 mg, yield 37%). 1H NMR (CDCl3) delta 1.23 (6H, s), 1.28 (6H, s), 1.46 (3H, t, J = 7.0 Hz), 2.11 (3H, s), 2.20 (2H, s), 2.66 (2H, s), 4.18 (2H, q, J = 7.0 Hz), 5.15 (2H, s), 6.60 (1H, s), 7.34-7.42 (4H, m).

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 874-89-5.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1541576; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts