Tag: M.W=100-200

Some common heterocyclic compound, 124289-21-0, name is 3-Bromo-5-methylbenzonitrile, molecular formula is C8H6BrN, 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. COA of Formula: C8H6BrN

In a vial fitted with a stir bar was placed 3-bromo-5-methyl-benzonitrile (266 mg, 1.357 mmol), 1-(3,5-difluorophenyl)-1,2,4-triazol-3-amine (205 mg, 1.045 mmol), sodium tert-butoxide (106 mg, 1.103 mmol), and chloro(2-di-t- butylphosphino-2′,4′,6′-tri-i-propyl-1,1′-biphenyl)[2-(2- aminoethyl)phenyl]palladium(II) (t-BuXPhos Palladacycle) (30 mg, 0.04607 mmol). tert-Butanol (5 mL) was added and the vial was sealed and purged with nitrogen. The mixture was heated to 80 C overnight. The reaction was extracted with ethyl acetate and washed with water. The organics were treated with MP-TMT (ca 100 mg) and refluxed for 4 hours, to capture residual palladium. The organics were dried over sodium sulfate, filtered and concentrated under reduced pressure to give crude 3-[[1-(3,5-difluorophenyl)-1,2,4-triazol-3-yl]amino]-5-methyl-benzonitrile (0.35 g of 90% purity, 97%). A small sample of crude material was crystalized from acetonitrile to give analytically pure 3-[[1-(3,5-difluorophenyl)-1,2,4-triazol-3-yl]amino]-5-methyl-benzonitrile. MR (300 MHz, DMSO-d6) delta 9.94 (s, 1H), 9.21 (s, 1H), 7.84 (s, 1H), 7.76 – 7.52 (m, 3H), 7.38 – 7.20 (m, 1H), 7.15 (s, 1H), 2.35 (s, 3H) ppm. ESI- MS m/z calc. 31 1.09827, found 312.15 (M+l)+; Retention time: 0.95 minutes

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 124289-21-0, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; BETHIEL, Randy Scott; CAO, Jingrong; COLLIER, Philip, N.; DAVIES, Robert J.; DOYLE, Elisabeth; FRANTZ, James Daniel; GOLDMAN, Brian Anthony; GREY, Ronald Lee; GRILLOT, Anne-laure; GU, Wenxin; KOLPAK, Adrianne Lynne; KRAUSS, Paul Eduardo; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MESSERSMITH, David; PEROLA, Emanuele; RYU, Elizabeth, Jin-Sun; SYKEN, Joshua; WANG, Jian; (491 pag.)WO2018/106646; (2018); A1;,
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Electric Literature of 154532-34-0,Some common heterocyclic compound, 154532-34-0, name is 3-(tert-Butyl)benzonitrile, molecular formula is C11H13N, 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 3-te/t-butylbenzonitrile (400 mg) in MeOH (5 mL), aqueous ammonium hydroxide (ImL) and Raney Nickel (catalytic) were added and the reaction mixture was hydrogenated at 50psi for 2h. Then the reaction mixture was filtered and solvent evaporated. (3-te/t-butylphenyl)methanamine was used without any purification.

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

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 118431-88-2, name is 3-Cyclopropyl-3-oxopropanenitrile, 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 118431-88-2, Application In Synthesis of 3-Cyclopropyl-3-oxopropanenitrile

COMPOUND 613: 2-cyano-1-cyclopropyl-3-[2-(ethylsulphonyl)phenyl]propan-1,3-dione, m.p. 169 C., starting from 3-cyclopropyl-3-oxopropanonitrile and 2-(ethylsulphonyl)benzoyl chloride.

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; Rhone-Poulenc Agriculture Limited; US5804532; (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. 96784-54-2, name is 3-Methyl-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., name: 3-Methyl-4-nitrobenzonitrile

C. To a stirred, 25 C. solution of 3-methyl-4-nitrobenzonitrile (24 g, 0.148 mol) in acetic acid (250 mL) under nitrogen was added dropwise a solution of SnCl2.2H2 O (133.57 g., 0.592 mol) in concentrated HCl (250 mL). After stirring for 3 hours, the reaction mixture was added carefully to excess cold ammonium hydroxide. The reaction mixture was extracted several times with ethyl ether. The organic extracts were then combined, dried (Na2 SO4) and evaporated under reduced pressure to afford 12 g (61%) of the title compound, 4-cyano-2-methylaniline, as a white solid; m.p. 64-66 C.

The synthetic route of 96784-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Syntex (U.S.A.) Inc.; US5034410; (1991); A;,
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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 67515-59-7 as follows. SDS of cas: 67515-59-7

In 10 ml of anhydrous DMF (dimethylformamide)The product was obtained by reverse synthesis of 4-fluoro-3- (trifluoromethyl) benzonitrile (1 g; 5.2 mmol) and carbazole (0.88 g; 5.2 mmol) in the presence of potassium carbonate (1.44 g; 10.4 mmol)The reaction mixture was stirred for 20 hours and heated to 80 C.The target material was purified by recrystallisation in diethyl ether / hexanes mixture in a yield of 47% (0.8 g).

According to the analysis of related databases, 67515-59-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dresden Industry Technology University; La Munasi·ligaidi; Lai Yinhade·xiaoerci; Ao Lafu·caika; Sai Basidian·laineike; Ka Er·laiao; Xi Meng·huofuman; Ma Ding·aobolundeer; (42 pag.)CN107454897; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 2973-50-4, name is 2-(2-Aminophenyl)acetonitrile, 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 2973-50-4, category: nitriles-buliding-blocks

Adding the reactor 100mmol O-aminophenyl acetonitrile, 105mmol NBS and 100g polyethylene glycol 400, the reaction under stirring at room temperature for 2 hours. After the reaction, the mixture into ethyl acetate, saturated salt water for washing, the aqueous layer after extraction with ethyl acetate, combined with the organic layer (the washing of the organic layer and extraction of the organic layer), using anhydrous Na2SO4drying, negative-pressure evaporation to remove the solvent, the residue is column chromatography (petroleum ether/ethyl acetate, two volume ratio of 2:1) purification, to obtain the product 2-amino-5-brombenethane

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-(2-Aminophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wenzhou University; Chen, Jiuxi; Yu, Shuling; Cheng, Tianxing; Hu, Kun; Qi, Linjun; Liu, Miaochang; Wu, Huayue; (13 pag.)CN105884673; (2016); A;,
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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. 4513-77-3, name is 2-Oxocyclohexanecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H9NO

General procedure: The corresponding 2-hydrazino-benzoic acid or methyl-2-hydrazinobenzoate (1.1 mmol) and the alpha-oxo-cyano compound (1 mmol) were suspended in dry ethanol (5.5 ml) and refluxed for 3 h. After cooling, the product was precipitated, filtered, and dried in vacuo to yield the title products.

According to the analysis of related databases, 4513-77-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kovacs, Daniel; Molnar-Toth, Judit; Blasko, Gabor; Fejes, Imre; Nyerges, Miklos; Synthetic Communications; vol. 45; 14; (2015); p. 1675 – 1680;,
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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. 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, A new synthetic method of this compound is introduced below., Formula: C7H12N2O

Example 1 :Preparation of (E) N,N-diethyl-2-cyano-3-(3,4-dihydroxy-5-nitro) acrylamide [Entacapone]Charge 3,4-dihydroxy-5-nitro benzaldehdye 100 Kg, followed by N.N-diethyl-2-cyano acetamide 92 Kg in to solvent Toluene. Charge piperidine acetate prepared from 30 kg piperidine and 35 Kg acetic acid . Reaction mass was heated to reflux ( 108-112 0C), maintained at reflux with azeotropic distillation ( 108-112 0C) for 6 Hours and water was collected. After reaction completion Toluene was removed completely under vacuum below 80 C. Mass was cooled to 50-55 0C methanol ( 500 Its) was charged in to the above mass under stirring. To this clear solution carbon was added maintained at 55-60 c for 1 hour. Mass was filtered through hyflow bed in hot condition. Filtrate was cooled to 10 0C, pH of the filtrate adjusted to 1.0 to 2.0 with Con HCl. Mass was cooled to 5-10 C and product (E) -entacapone with Z-isomer content NMT 0.20% is isolated, dried at 70-80C was found to be stable polymorph A with melting point 162-164 0 C.

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; BATTULA, Srinivasa, Reddy; WO2008/23380; (2008); A1;,
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Application of 40497-11-8,Some common heterocyclic compound, 40497-11-8, name is Ethyl 2,3-dicyanopropanoate, molecular formula is C7H8N2O2, 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.

0.01 mol of ethyl 2,3-dicyanopropionate was added to a three-necked flask. The prepared diazonium salt solution was dropped into the flask. The reaction was complete for 2 h. Adding aqueous ammonia, adjust the pH to 9-10. Reaction at room temperature for 2h. After completion of the reaction, the reaction mixture was extracted with 40 mL of dichloromethane. The organic layer was washed with water (2 x 30 mL), washed with saturated sodium chloride solution (1 x 40 mL), and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give 1.76 g of product, yield 73.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2,3-dicyanopropanoate, its application will become more common.

Reference:
Patent; Nanjing University of Technology; Wan, Rong; Wu, Shaohua; Guo, Chunwei; Guan, Xilin; Chen, Fuli; Han, Zhenyu; Fu, Xiaohuan; (14 pag.)CN105601632; (2016); A;,
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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. 76469-88-0, name is Methyl 4-(cyanomethyl)benzoate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Methyl 4-(cyanomethyl)benzoate

Step 2: Synthesis of (Z)-methyl 4-(2-(6-chloro-1-(4-fluorobenzyl)-1H-indazol-3-yl)-1-cyanovinyl)benzoateThe product from step 1 (30.8mg, 0.106mmol), methyl 4-(cyanomethyl)benzoate (18.7mg, 0.106mmol), NaOH (4.3mg, 0.106mmol) were dissolved in MeOH (l . lmL) at room temperature then heated to 50C for 20 minutes. The mixture was then cooled, filtered and dried to give a solid (49mg).

The synthetic route of 76469-88-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; HUTCHINSON, John, Howard; PARR, Timothy, Andrew; BUNKER, Kevin, Duane; LONERGAN, David; WO2015/42052; (2015); A1;,
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