Author: Jessica.F

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. 34662-30-1, name is 3-Chloro-5-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Chloro-5-nitrobenzonitrile

3-Chloro-5-nitrobenzonitrile (30.0 g) was dissolved in a mixture of water (85 mL) and H2SO4 (250 mL) and heated under an N2 atmosphere at 150 C. for 2 h. The mixture was cooled to ambient temperature and poured onto ice (1 L). The resulting solid was collected by vacuum filtration, and the filtrate was extracted with ethyl acetate. The extract and solid were combined, washed with water and brine, then were dried over MgSO4, filtered, and evaporated. The residue was dissolved in 1:1 water/MeOH (200 mL) with heating, treated with decolorizing charcoal and filtered. Water (100 mL) was added and the mixture was allowed to cool and crystallize. The product was obtained as pale yellow crystals. 1H-NMR (d6-DMSO): delta 14.00 (1H, br s), 8.51 (2H, m), 8.29 (1H, m). 13C-NMR (d6-DMSO): delta 164.9, 149.2, 135.2, 135.0, 134.5, 127.7, 122.9.

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; Ashley, Gary W.; Menzella, Hugo; Wee, Janice Lau; Carney, John R.; US2008/188450; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 32446-66-5,Some common heterocyclic compound, 32446-66-5, name is 4,4′-Dicyanobenzophenone, molecular formula is C15H8N2O, 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.

4-[(4-Cyanophenyl)methanehydrazonoyl]benzonitrile (8u). To a mixture of 4-[(4- eyanophenyl)earbonyl]benzonitrile (6u) (0.56 g, 2.4 mmol) and EtOH (30 ml) hydrazine monohydrate (1.8 g, 36 mmol) was added dropwise over 5 mm. The yellow solution wasstirred overnight (about 16 h) at 80C, the mixture was allowed to cool to rt and EtOAe (150 ml) was added. The organic layer was washed with water (50 ml + 2 x 25 ml). The inorganic wash layers were extracted with EtOAe (2 x 25 ml). The organic layers were combined, washed neutral with aq. sat. NaC1 (25 ml), dried over Na2SO4 and concentrated at reduced pressure to afford a slightly red solid 8u (0.51 g, 86%).

The synthetic route of 32446-66-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALLOCYTE PHARMACEUTICALS AG; BREITENSTEIN, Werner; HUERZELER, Marianne; KELLY, Terence; MANCUSO, Riccardo; SCHNEIDER, Gisbert; WEITZ-SCHMIDT, Gabriele; WO2015/189265; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 19295-57-9, The chemical industry reduces the impact on the environment during synthesis 19295-57-9, name is 3-Hydroxy-2,2-dimethylpropanenitrile, I believe this compound will play a more active role in future production and life.

Into a 500-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 3-hydroxy-2,2-dimethylpropanenitrile (10.4 g, 104.91 mmol, 3.00 equiv). This was followed by the addition of FeCl3 (566.5 mg, 3.49 mmol, 0.10 equiv) in portions. The mixture was stirred for 1 h at room temperature. To this was added 174.1 (8 g, 34.92 mmol, 1.00 equiv) dropwise with stirring at 0 C. in a water/ice bath. The resulting solution was stirred for 1 h at room temperature. The resulting solution was diluted with 200 mL of H2O. The resulting solution was extracted with 3×200 mL of MTBE and the organic layers combined and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:8). The crude product was purified by Flash-Prep-HPLC with the following conditions (IntelFlash-1): Column, Flash-C18; mobile phase, CH3CN_H2O=10:90 increasing to CH3CN_H2O=100:0 within 35 min; Detector, UV 254 nm. This resulted in 7.1 g (62%) of 174.2 as yellow oil.

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-Hydroxy-2,2-dimethylpropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gilead Apollo, LLC; Ghosh, Shomir; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Leit De Moradei, Silvana Marcel; (290 pag.)US2017/166584; (2017); A1;,
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. 39263-32-6, name is 2-Amino-5-bromobenzonitrile, A new synthetic method of this compound is introduced below., Product Details of 39263-32-6

Using a literature procedure described in the following literature reference which is herein incorporated by reference in its entirety for all purposes as if fully set forth herein, a dry round bottom flask was charged with 2-amino-5-bromo benzonitrile (1 equivalent) and zinc cyanide (2 equivalents), and DMF was added: J. Med. Chem. 2000,43, 4063. Nitrogen was bubbled through the solution for 5 minutes, and Pd [P (Ph) 3] 4 was added in one portion. The reaction mixture was stirred at 90 C overnight. After cooling to room temperature, saturated NAHC03 was added, and the mixture was extracted with EtOAc. The organic extracts were collected and dried (NA2SO4). Evaporation of the solvent under reduced pressure and purification by column chromatography on silicagel (2% methanol in methylene chloride) afforded the desired 4-aminobenzene-1, 3-DICARBONITRILE as a white solid. GC/MS M/Z : 143 (M+, 100%), Rt 14.7 minutes

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; CHIRON CORPORATION; WO2004/18419; (2004); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 354814-19-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 354814-19-0 name is 5-Amino-2-(trifluoromethyl)benzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Method 6; To a solution of 5-amino-2-trifluoromethylbenzonitrile (380 mg, 2.04 mmol) in pyridine (5 mL) was added 2-trifluoromethylbenzenesulfonyl chloride (500 mg, 2.04 mmol) and DMAP (25 mg, 0.204 mmol). The reaction mixture was stirred at room temperature for 48 hours. The reaction was quenched by the addition of 2M HCI (aq) (50 mL) and the mixture extracted into EtOAc (50 mL). The organic layer was collected, washed with 2M HCI (aq) (50 mL) and concentrated in vacuo. The residue was purified using reverse phase chromatography eluting with 10-60% (0.1 % ammonium hydroxide in MeCN) in water to afford the title compound as a colourless solid (318 mg, 40%). 1H NMR (400M Hz, CDCI3): delta ppm 7.19 (d, 1 H), 7.40 (d, 1 H), 7.56 (d, 1 H), 7.62 (d, 1 H), 7.64-7.78 (m, 2H), 7.91 (dd, 1 H), 8.20 (dd, 1 H). MS m/z 393 [M-H]-

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-2-(trifluoromethyl)benzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; OWEN, Robert McKenzie; STORER, Robert Ian; (82 pag.)WO2016/34971; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 89942-45-0, name is 2-(Hydroxymethyl)benzonitrile, molecular formula is C8H7NO, 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. Application In Synthesis of 2-(Hydroxymethyl)benzonitrile

General procedure: A mixture of p-methylbenzyl alcohol (1.0 mmol), N-phenylglycine(0.0076 g, 0.05 mmol), CuBr2 (0.0112 g, 0.05 mmol),Na2CO3 (0.1060 g, 1.0 mmol), TEMPO (0.0078 g, 0.05 mmol),H2O (3.0 mL) were added to a 100 mL Schlenk tube, which wasvigorously stirred in air under reflux for 0.5 h. After the reaction,the product was extracted with CH2Cl2 (3 × 2.0 mL). Thecombined organic phase was washed with H2O (3.0 mL) anddried over anhydrous MgSO4. After concentration undervacuum, the residue was purified by column chromatography toafford p-methylbenzaldehyde.Isolated yield: 0.1080 g (90%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 89942-45-0, its application will become more common.

Reference:
Article; Zhang, Guofu; Lei, Jie; Han, Xingwang; Luan, Yuxin; Ding, Chengrong; Shan, Shang; Synlett; vol. 26; 6; (2015); p. 779 – 784;,
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. 24056-34-6, name is 4-Hydroxycyclohexanecarbonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Into a 1-L 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 119.2 (10 g, 79.89 mmol, 3.00 equiv), FeCl3 (435 mg, 0.10 equiv). 119.3 (4.5 g, 26.76 mmol, 1.00 equiv) was added to the solution below 10 C. The resulting solution was stirred overnight at room temperature. The reaction was then quenched by the addition of 50 ml of water. The resulting solution was extracted with 2×500 mL of ethyl acetate and the organic layers combined and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:5). This resulted in 2 g (25%) of 119.4 as colorless oil.

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; Gilead Apollo, LLC; Ghosh, Shomir; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Leit De Moradei, Silvana Marcel; (290 pag.)US2017/166584; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 6476-32-0, name is 2-Phenoxybenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 6476-32-0

To a solution of compound B2 (1.00 g, 5.12 mmol) in MeOH (30 mL) was added Raney-Ni (43.9 mg, 0.512 mmol) and NH3.H20 (3 mL), the reaction mixture was stirred under H2 balloon (15 psi) at l5C for 16 hours to give a black suspension. TLC showed the reaction was complete. The reaction mixture was filtered, the filtrate was concentrated under reduced pressure to remove MeOH. The residue was diluted with DCM (20 mL), dried over anhydrous Na2S04, filtered and concentrated under reduce pressure to give compound B3 (820 mg) as a yellow oil.

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 6476-32-0.

Reference:
Patent; QURIENT CO., LTD.; LEAD DISCOVERY CENTER GMBH; NAM, Kiyean; KIM, Jaeseung; JEON, Yeejin; YU, Donghoon; SEO, Mooyoung; PARK, Dongsik; EICKHOFF, Jan; ZISCHINSKY, Gunther; (217 pag.)WO2019/197549; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

262298-02-2, name is 4-Methoxy-2-methylphenylacetonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 4-Methoxy-2-methylphenylacetonitrile

Under anhydrous conditions, (4-methoxy-2-methylphenyl)acetonitrile(25.0 kg, 155 moles, available commercially) and 68.3 kg of ethyl acetate were mixed to obtain a solution. The resulting solution was heated to 35 C and potassium ^-butoxide in THF (100 kg, 20 wt %, 178 moles) was added over a 30 to 60 minute period controlling the temperature at 35 C. Following the addition, the reaction mass was heated to 45 C and held for 60 minutes. At the end of the hold period, a sample was analyzed by HPLC. The reaction mixture was then cooled to 25 C and combined with 3 other batches for a total of 843 kg of solution.

The synthetic route of 262298-02-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB PHARMA COMPANY; WO2005/51954; (2005); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 180976-09-4,Some common heterocyclic compound, 180976-09-4, name is tert-Butyl (cyanomethyl)(methyl)carbamate, molecular formula is C8H14N2O2, 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 solution of cyanomethyl-methyl-carbamic acid tert-butyl ester (6.01 g, 35.3 mmol) and hydroxylamine (5.13 g, 77.6 mmol, 50percent solution in water) in ethanol (30 mL) was heated at reflux for 1 h. The reaction mixture was cooled to room temperature and concentrated in vacuo. The residue was azeotroped twice with ethanol, then once with isopropyl alcohol to afford a white solid. This was triturated with ether and collected by filtration, then dried under vacuum at room temperature to afford the title compound (5.27 g) as a white solid. A further crop could be obtained from the mother liquors by the same work-up procedure. Total yield 6.93 g (96percent). 1H NMR (CDCI3): 1.48 (S, 9 H), 2.87 (s, 3 H), 3.84 (s, 2 H), 4.73 (brs., 1 H), 5.09 (bra., 2 H).

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

Reference:
Patent; ARGENTA DISCOVERY LIMITED; ASTRAZENECA AB; WO2008/23157; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts