Tag: M.W=100-200

Reference of 127946-77-4,Some common heterocyclic compound, 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, molecular formula is C4H7ClN2, 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: To a suspension ofcompound 18 (167 mg, 1.0 mmol) in1,2-dichloroethane (8 mL), either aminoacetonitrile hydrochloride (for 30; 102 mg, 1.1 mmol) or1-aminocyclopropane-1-carbonitrile hydrochloride (for 31; 130 mg, 1.1 mmol) was added at room temperature. After 5 min,DIPEA (192 muL, 1.1 mmol) was added, followed by the slow addition of Na(OAc)3BH(276 mg, 1.3 mmol). The reaction mixture was then left to stir at roomtemperature overnight. Then, CH2Cl2 (30 mL) was added andthe mixture extracted with saturated aqueous solution of NaHCO3 (40mL). The aqueous phase was further washed with CH2Cl2 (2×50 mL), the combined organic layers were dried with anhydrous Na2SO4,filtered, and evaporated under reduced pressure. Both compounds were purifiedby flash column chromatography.

The synthetic route of 127946-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sosi?, Izidor; Mitrovi?, Ana; ?uri?, Hrvoje; Knez, Damijan; Brodnik ?ugelj, Helena; ?tefane, Bogdan; Kos, Janko; Gobec, Stanislav; Bioorganic and Medicinal Chemistry Letters; vol. 28; 7; (2018); p. 1239 – 1247;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 621-50-1, 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. 621-50-1, name is 2-(3-Nitrophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of nitrobenzene acetic acid (1 g, 5.52 mmoles), 1.66 mL OF SOC12, 10 mL dry CHC13 was refluxed for 14 hours. CHC13 and excess thionyl chlorid were removed in vacuo, and the residue was evaporated twice with 25 mL of toluene to remove traces of thionyl chlorid. The residue was taken into 10 mL of toluene and 30 mL of cold concentrated ammonium hydroxyde were added. The white solid formed was collected and dried with etanol in vacuo. Yield: 79 %. ‘H NMR (DMSO-d6, 300MHZ) 8 : 8.14 (M, 2H), 7.71 (M, 2H), 7.06 (brs, 2H), 3.58 (s, 2H). 2- (3-NITROPHENYL) acetamide was added with 10 mL of POC13 and the mixture was heated at reflux for 2 hours. After cooling, the mixture was poured into ice, basified with NA2CO3 and extracted with CH2C12. The organic layer was dried over NA2S04, filtered and evaporated. Purified by flash chromatography on silica gel CH2C12. Yield : 41% H NMR (CDC13,300 MHz) 5 : 8. 14 (M, 2H), 7.69 (d, 1H, J = 8HZ), 7.56 (M, 1H), 3.88 (s, 2H). A solution of 15 mL HBr 48% was cooled to 0C. (430 mg, 2.65 mmoles) OF 3-NITROBENZONITRILE, (574 mg, 4. 85 mmoles) of Sn were added successively. The mixture was stirred at room temperature for 3 hours, then poured into ice. The solution was basified with NA2C03, extracted with CH2C12, dried, filtered and evaporated. Purified by flash chromatography on silica gel ETOH/CH2CL2 (2: 98). Yield: 32% H NMR (DMSO-d6, 300MHZ) 8 : 7.37 (M, 2H), 6.81 (M, 2H), 3.86 (s, 2H). 3-AMINOBENZONITRILE was then reacted with 2-chloroethylisocyanate as described in examples 1- 12 to obtain desired product. Purified by flash CHRMATOGRAPHY on silica gel ETOH/CH2CL2 (5: 95). Yield: 78% H NMR (CDCL3, 300 MHz) 8 : 8.12 (brs, NH, 1H), 7.26 (M, Ar, 4H), 6.97 (brs, NH, 1H), 3.63 (m, CH2,6H).

The chemical industry reduces the impact on the environment during synthesis 2-(3-Nitrophenyl)acetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IMOTEP INC.; WO2004/106292; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 194853-86-6, A common heterocyclic compound, 194853-86-6, name is 4-Fluoro-2-(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.

Potassium carbonate (304 mg, 2 .2 mmol) is dissolved in a minimum amount of water and 4-fluoro-2-trifluoromethylbenzonitrile (378 mg, 2.0 mmol) and trans-4- aminocyclohexanol (460 mg, 4.0 mmol) dissolved in acetonitrile (10 mL) are added. The reaction is then heated at 800C for 3 days. After cooling to room temperature, the mixture is concentrated under reduced pressure, is taken up in ethyl acetate (15 mL) and washed with saturated aqueous ammonium chloride (2 x 10 mL) followed by water (10 mL). The organic phase is collected and dried over sodium sulphate, filtered and concentrated under reduced pressure. The desired product is isolated as a colourless solid (80% yield).

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

Reference:
Patent; INTERVET INTERNATIONAL B.V.; CHASSAING, Christophe Pierre Alain; MEYER, Thorsten; WO2010/146083; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 64248-64-2, 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. 64248-64-2, name is 2,5-Difluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of the corresponding 4a-4b (1 equiv.) and 4-amino-3-methylphenol (10 mmol) was stirred 2 h at 90 C in the presence of K2CO3 (4.14g 30 mmol) in DMSO (50 mL). Then the solution was extracted with EtOAc. The organic layer was washed with water and brine, dried (MgSO4), filtered and evaporated to dryness. The product was separated by column chromatography using PE/EA (3:1)as eluent.

The chemical industry reduces the impact on the environment during synthesis 2,5-Difluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Zhu, Dianxi; Xing, Qifeng; Cao, Ruiyuan; Zhao, Dongmei; Zhong, Wu; Molecules; vol. 21; 5; (2016);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 13388-75-5, 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. 13388-75-5, name is 2-(3,5-Dimethoxyphenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation of (2Z)-2-(3,5-dimethoxyphenyl)-3-{4-[(8-hydroxyoctyl)oxy]phenyl}prop-2-enenitrile 5.0 g (20.0 mmol) of 4-[(8-hydroxyoctyl)oxy]benzaldehyde, 3.5 g (19.8 mmol) of 3,5-(dimethoxyphenyl)acetonitrile are dissolved in 50 mL of propan-2-ol. The solution is heated to 60 C. and 2.0 mL (2.0 mmol) of a one molar solution of tetrabuthylamoniumhydroxyde in methanol are added drop wise. After 2 h at 60 C., the reaction mixture is cooled to 0 C. The precipitate is filtered off, washed with cold propan-2-ol and recristalized in propan-2-ol. 3.5 g of (2Z)-2-(3,5-dimethoxyphenyl)-3-{4-[(8-hydroxyoctyl)oxy]phenyl}prop-2-enenitrile are obtained as a white solid (42% yield). This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure. 1H NMR DMSO-d6 300 MHz: 7.99 (s, 1H), 7.94 (d, 2H), 7.09 (d, 2H), 6.86 (d, 2H), 6.56 (t, 1H), 4.32 (t, 1H), 4.05 (t, 2H), 3.81 (s, 6H), 3.37 (q, 2H), 1.73 (qi, 2H), 1.43-1.29 (m, 10H)

The synthetic route of 2-(3,5-Dimethoxyphenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ROLIC AG; Lincker, Frederic; Bury S. Pires, Izabela; Chappellet, Sabrina; Scandiucci De Freitas, Patricia; Ibn-Elhaj, Mohammed; Tang, Qian; Palika, Satish; Hoshino, Masato; Eckert, Jean-Francois; (61 pag.)US9366906; (2016); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 185147-07-3, name is 2-Fluoro-3-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-Fluoro-3-methylbenzonitrile

To a mixture of 2-fluoro-3-methylbenzonitrile (4.0 g, 29.6 mmol) and 2H-1 ,2,3- triazole (2.04 g, 29.6 mmol) in DMF (80 ml_) was added potassium carbonate (8.26 g, 59.2 mmol). The resulting mixture was heated to 120 C for 2h. The mixture was cooled, diluted with water and extracted with EtOAc. The organic layers were combined, dried over Na2SO4, filtered and concentrated. The residue was purified by FCC (S1O2, ethyl acetate/hexanes, gradient 0-50%) to yield the title compound (1 .5 g, 26%). MS (ESI) mass calcd. for Ci0H8N4,184.2; m/z found, 185.1 [M+H]+. 1H NMR (500 MHz, CDCI3): 7.95 (s, 2H), 7.66 (d, J = 7.7, 0.7 Hz, 1 H), 7.59 (d, J = 7.8, 0.6 Hz, 1 H), 7.50 (dd, J = 9.8, 5.7 Hz, 1 H), 2.20 (s, 3H).; Intermediate 36: 3-Methyl-2-(1 H-1 ,2,3-triazol-1 -yl)benzonitrile.The title compound was a byproduct of the synthesis of Intermediate 35 (3.1 g, 56%). MS (ESI) mass calcd. for CioH8N4, 184.2; m/z found, 185.1 [M+H]+. 1 H NMR (500 MHz, CDCI3): 7.94 (d, J = 2.1 Hz, 1 H), 7.87 (d, J = 1 .1 Hz, 1 H), 7.71 – 7.67 (m, 1 H), 7.67 – 7.62 (m, 1 H), 7.56 (dd, J = 9.7, 5.8 Hz, 1 H), 2.17 (s, 3H).

The synthetic route of 185147-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50200; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 49674-16-0, name is 5-Amino-3-bromobenzonitrile, 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. Quality Control of 5-Amino-3-bromobenzonitrile

To a stirring of 965 mg (4.90 mmol) of 3-amino-5-bromobenzonitrile in 15 mL of CH2Cl2 was added 1.27 g (5.09 mmol) of N-(benzyloxycarbonyloxy)succinimide (followed by 5 mL of CH2Cl2), and 1.5 mL (10.8 mmol) of Et3N. After 27 h, the solution was concentrated and 10 mL of 10% citric acid and EtOAc were added. The layers were separated, and the organic layer was washed with 10 rnL of 10% citric acid, 20 rnL of H2O, and 10 rnL of brine, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (25% EtOAc/hexanes) provided 773 mg of Cbz protected product(benzyl 3-bromo-5-cyanophenylcarbamate) with some impurity.

The synthetic route of 5-Amino-3-bromobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 127946-77-4, 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. 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: N-protected amino acid was dissolved in dichloromethane (DCM). 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC.HCl, 1.3 eq.) and hydroxybenzotriazole (HOBt ·xH2O, 1.3 eq.) were added at 0 C and the mixture was stirred for 50 min, after which thecorresponding amine (1.3 eq.) and N,N-Diisopropylethylamine (DIPEA, 1.3 eq.) were added at 0C. After stirring overnight, the mixture was washed with a 5% potassium sulfate solution(KHSO4), a 5% sodium bicarbonate solution (NaHCO3) and with water. After drying over sodiumsulfate (Na2SO4) and evaporation of the solvent, the residue was purified via columnchromatography.

The chemical industry reduces the impact on the environment during synthesis 1-Amino-1-cyclopropanecarbonitrile hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Silva, Daniel G.; Ribeiro, Jean F.R.; De Vita, Daniela; Cianni, Lorenzo; Franco, Caio Haddad; Freitas-Junior, Lucio H.; Moraes, Carolina Borsoi; Rocha, Josmar R.; Burtoloso, Antonio C.B.; Kenny, Peter W.; Leitao, Andrei; Montanari, Carlos A.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 22; (2017); p. 5031 – 5035;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 1735-88-2, name is 2-Cyano-N-(4-fluorophenyl)acetamide, A new synthetic method of this compound is introduced below., COA of Formula: C9H7FN2O

The compound prepared in step 1 (480 mg, 3.93 mmol) and the compound prepared in step 2 (538 mg, 3.02 mmol) were dissolved in N, N-dimethylformamide, and then piperidine (0.06 mL, 0.60 mmol) ) And acetic acid (0.23 mL, 3.93 mmol) were added sequentially, followed by stirring at 135 C. for 12 hours. After cooling to room temperature, extracted with ethyl acetate, the separated organic layer was dried over anhydrous sodium sulfate, and the residue obtained by concentrating the solvent under reduced pressure was purified by column chromatography to obtain the title compound (411 mg, yield: 56%, orange solid).

The synthetic route of 1735-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Welmakeo Bio Co., Ltd.; Lee Hyeon-ho; Park Jun-ho; Huh Seon-cheol; Moon Jae-hui; Shin Jae-sik; Hong Seung-u; Park Yun-seon; Kim Yo-sep; Lee So-hui; Kim Hyo-jin; Park Hye-bin; (48 pag.)KR2019/106802; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 623-26-7, name is Terephthalonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: Terephthalonitrile

EXAMPLE 2 Hydrogenation of Terephthalonitrile Into a 100-ml autoclave, were charged 3.2 g of terephthalonitrile, 10.4 g of mesitylene, 10.0 g of liquid ammonia and 2.0 g of Pd-alumina pellets (manufactured by N.E. Chemcat Corporation; Pd content = 5% by weight), and the inner pressure was raised to 4.9 MPa by hydrogen gas. Then, the autoclave was shaken at 50C until the change of pressure was no longer appreciated. The analysis on the reaction product solution showed that the conversion of terephthalonitrile was 94.8 mol%, the yield of 4-cyanobenzylamine was 88.8 mol% and the yield of p-xylynenediamine was 5.8 mol%. The reaction solution separated from the catalyst was charged into a 100-ml autoclave together with 10.0 g of liquid ammonia and 2.0 g of Ni-diatomaceous earth pellets (manufactured by Nikki Chemical Co., Ltd.; Ni supported amount = 46% by weight). The inner pressure was raised to 4.9 MPa by hydrogen gas. Then, the autoclave was shaken at 50C until the change of pressure was no longer appreciated. The analysis on the reaction product solution showed that the conversion of terephthalonitrile was 100 mol%, the yield of 4-cyanobenzylamine was 0.5 mol% and the yield of p-xylynenediamine was 87.7 mol%. EXAMPLE 5 Hydrogenation of Terephthalonitrile Into a 100-ml autoclave, were charged 3.2 g of terephthalonitrile, 10.4 g of mesitylene, 10.0 g of liquid ammonia and 2.0 g of Pd-alumina pellets (manufactured by N.E. Chemcat Corporation; Pd content = 5% by weight), and the inner pressure was raised to 4.9 MPa by hydrogen gas. Then, the autoclave was shaken at 50C until the change of pressure was no longer appreciated. The analysis on the reaction product solution showed that the conversion of terephthalonitrile was 94.8 mol%, the yield of 4-cyanobenzylamine was 88.8 mol% and the yield of p-xylynenediamine was 5.8 mol%. The reaction solution separated from the catalyst was charged into a 100-ml autoclave together with 10.0 g of liquid ammonia and 2.0 g of the catalyst A. The inner pressure was raised to 4.9 MPa by hydrogen gas. Then, the autoclave was shaken at 50C until the change of pressure was no longer appreciated. The analysis on the reaction product solution showed that the conversion of terephthalonitrile was 100 mol%, the yield of 4-cyanobenzylamine was 0.2 mol% and the yield of p-xylynenediamine was 92.1 mol%.

The synthetic route of 623-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUBISHI GAS CHEMICAL COMPANY, INC.; EP1449825; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts