Month: June 2021

Adding a certain compound to certain chemical reactions, such as: 6587-24-2, name is Methyl 2-cyanobenzoate, 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 6587-24-2, Computed Properties of C9H7NO2

3a A mixture of methyl 2-cyanobenzoate (1.0 g, 6.2 mmol) and PtO2 (100 mg) in 20 mL EtOH and 1 ml of chloroform was hydrogenated under 50 psi of hydrogen for 2 h. The reaction mixture was filtered through Celite in a sintered glass funnel and concentrated on a rotary evaporator to give methyl 2-(aminomethyl)benzoate as a HCl salt and this was carried to the next step crude.

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, Methyl 2-cyanobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sheppeck, James; US2004/67996; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 4640-66-8, name is 4-Chlorophenacylcyanide, 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 4640-66-8, Recommanded Product: 4-Chlorophenacylcyanide

Add Na2CO3 (0.25 mmol) to a 25 mL reaction flask,a compound (0.5 mmol) represented by the formula m1,a compound of formula m2 (0.5 mmol) and acetonitrile (3 mL),The reaction was carried out at 90 C for 24 h, and the reaction was followed by thin layer chromatography.After the reaction was completed, the solvent was evaporated under reduced pressure and ethyl acetate was dissolved.Separation on a silica gel column (developing solvent petroleum ether / ethyl acetate volume ratio = 6:1) afforded white solid compound A13.(The structural formula of the compound A13 is as shown by m3,The nuclear magnetic resonance spectrum is shown in Figure 11.The nuclear magnetic carbon spectrum is shown in Figure 12.The synthesis reaction formula is shown in Fig. 25, and the yield is 55%).

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; Anhui Normal University; Li Qianqian; He Xinwei; Tao Jiajia; Shang Yongjia; (26 pag.)CN108440467; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 16532-79-9,Some common heterocyclic compound, 16532-79-9, name is 4-Bromophenylacetonitrile, 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.

Step a) intermediate 20 Synthesis of 2-(4-bromophenyl)-2-methylpropanenitrile.The preparation of 2-(4-bromophenyl)-2-methylpropanenitrile is carried out as described in J. Med. Chem. (1995), no 38, page 1608-1628. Sodium Hydride (60% susp. in oil, 6.66 g, 166.3 mmol) is added in many portions over 1 hour to 2-(4-bromophenyl)-acetonitrile (1Og, 51.0 mmol), dissolved in anhydrous DMF and methyl iodide (14.838g, 102.0 mmol) at 0 0C. This solution turns to a thick and brown orange paste. It is left stirring to slowly warm up to room temperature (18h). The organic solution is partitioned between water and ethyl acetate, separated, dried over anhydrous sodium sulfate and filtered. The solution is concentrated under reduced pressure and the resulting crude is purified on silicagel using a 0 to 20 % ethyl acetate in hexane gradient to yield the desired compound (4.9 g, 42%) as a clear oil. IH NMR (400 MHz, CHLOROFORM-D) delta ppm 1.71 (s, 6 H) 7.35 (d, /=8.79 Hz, 2 H) 7.52 (d, /=8.79 Hz, 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 4-Bromophenylacetonitrile, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2008/18827; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 243128-37-2, A common heterocyclic compound, 243128-37-2, name is 4-Fluoro-3-methoxybenzonitrile, molecular formula is C8H6FNO, 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.

Step A. Under an argon atmosphere a mixture of commercially available 4-fluoro- 3-methoxybenzonitrile (5.O g), AlCl3 (8.8 g) and NaCl (1.94 g) was heated (melted) to 190C for 45 min, cooled, poured on ice (200 mL) and extracted with CHCI3 (3 x). The combined organic phases were washed with H2O, dried (MgSO4), filtered, concentrated and purified by chromatography (silica, cyclohexane/EtOAc 9:1 to 8:1) to afford the title compound as colorless needles (3.45 g, 76%). [MH]+ = 138.

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; ALANTOS PHARMACEUTICALS HOLDING, INC.; WO2008/63671; (2008); A2;,
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. 78473-00-4, name is 4-Amino-3,5-dichlorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Amino-3,5-dichlorobenzonitrile

3,5-Dichloro-4-aminobenzylamine To lithium aluminum hydride (0.57 g, 15 mmol) in dry THF (20 mL) was added dropwise 3,5-dichloro-4-aminobenzonitrile (1.87 g, 10 mmol) in THF (30 mL). The mixture was stirred at rt for 2 h. Then, sodium sulfate decahydrate (4.83 g, 15 mmol) was added and the mixture was stirred for 30 min. The solid was filtered off and washed with THF three times. The solvent was removed under vacuum and the residue was purified by chromatography with Methanol/DCM (3:7) as the eluant. 3,5-Dichloro-4-aminobenzylamine was obtained as an off-white solid (1.5 g, 80%). 1H NMR (300 MHz, CD3OD): delta3.65 (s, 2H), 7.2 (s, 2H).

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 78473-00-4.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/232581; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 1558-81-2, name is Ethyl 1-Cyano-1-cyclopropanecarboxylate, 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 1558-81-2, Recommanded Product: Ethyl 1-Cyano-1-cyclopropanecarboxylate

To a mixture of ethyl 1-cyanocyclopropanecarboxylate (35.9mmol, 5g), dimethoxyethane (10OmL) and methanol (1OmL) was added sodium borohydride (287mmol, 10.87g) slowly and the mixture stirred at room temperature for 18 hours. The solution was diluted with saturated sodium hydrogen carbonate slowly and then extracted with 10% methanol / dichloromethane (x3). The organic layers were combined, dried over sodium sulphate and concentrated under vacuum to give the intermediate 1-(hydroxymethyl)cyclopropanecarbonitrile (2.36g). 1 H NMR (CDCI3, 400 MHz): delta 0.99 (2H, m), 1.28 (2H, m), 2.5 (1 H, br s), 3.62 (2H, s)

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, Ethyl 1-Cyano-1-cyclopropanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. ORGANON; WO2009/24550; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 876-31-3, 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. 876-31-3, name is 4-(Cyanomethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-(1-Cyanocyclopentyl)benzonitrile [S11]. In a flamed dried 50 mL flask, 710.8 mg (5.0 mmol) of 2-(4-cyanophenyl)acetonitrile was dissolved in 7.5 mL anhydrous DMF. 316.0 mg (95% purity, 12.5 mmol, 2.5 equiv.) of NaH was added in portions at 0 C. and the reaction was allowed to stir for 1 hour at 0 C. 1.0797 g (0.59 mL, 5.0 mmol, 1.0 equiv.) of 1,4-dibromobutane was added dropwise at 0 C. and the reaction was allowed to stir overnight at room temperature. The reaction was quenched carefully with -10 mL water and extracted with 30 mL EtOAc three times. The combined organic layer was washed with 50 mL brine, dried with MgSO4, filtered, and concentrated. Flash column chromatography on silica (50 mm fritted glass column, 300 mL SiO2) using 5% EtOAc/hexanes?10% EtOAc/hexanes as eluent gave 880.1 mg (4.48 mmol) of pure product as a colorless oil (90% yield). 1H-NMR (500 MHz, CDCl3) delta 7.69-7.67 (m, 2H), 7.59-7.57 (m, 2H), 2.52-2.48 (m, 2H), 2.09-1.94 (m, 6H). 13C-NMR (126 MHz, CDCl3) delta 145.2, 132.8, 127.0, 123.3, 118.3, 112.0, 48.0, 40.7, 24.5. HRMS (EI+) m/z calculated for C13H12N2 [M]+: 196.1000, found 196.1004.

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-(Cyanomethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Board of Trustees of the University of Illinois; WHITE, M. Christina; ZHAO, Jinpeng; (94 pag.)US2020/87331; (2020); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

3441-01-8, name is 3-Cyanobenzamide, 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 3-Cyanobenzamide

To a vial were added methyl l-(4-bromophenyl)-3- hydroxycyclobutanecarboxylate (335.8 mg, 1.178 mmol), 3-cyanobenzamide (258 mg, 1.77 mmol), copper(I) iodide (40.4 mg, 0.212 mmol), (lS,2S)-Nl,N2-dimethylcyclohexane-l,2- diamine (80 mg, 0.56 mmol), K2CO3 (331 mg, 2.39 mmol) and dioxane (6 mL). The mixture was evacuated and backfilled with N2 for 4 times, then heated at 120 °C for 17 h. The mixture was diluted with water and EtOAc. After extraction, the combined organic layers were washed with brine, dried over Na2S04i filtered and concentrated in vacuo to afford a residue, which was purified by column chromatography on silica gel (EtOAc in hexane : 0-100percent gradient) to afford the title compound. MS (EI) m/z 373 [M+Na]+.

The synthetic route of 3441-01-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ZHOU, Hua; ACHAB, Abdelghani; FRADERA, Xavier; HAN, Yongxin; LI, Derun; MCGOWAN, Meredeth, A.; SCIAMMETTA, Nunzio; SLOMAN, David, L.; YU, Wensheng; (98 pag.)WO2019/27855; (2019); A1;,
Nitrile – Wikipedia,
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Related Products of 14447-18-8, The chemical industry reduces the impact on the environment during synthesis 14447-18-8, name is Benzyl cyanoacetate, I believe this compound will play a more active role in future production and life.

General procedure: A 100-mL round-bottom flask equipped with a stir bar is charged with dimethyl malonate (2.0 g, 15.0 mmol), crotonaldehyde (1.3 mL, 15.0 mmol), piperidine (0.2 mL, 3.0 mmol), benzoic acid (0.4 g, 3.0 mmol) and toluene (50 mL). The reaction mixture is heated at reflux using a Dean-Stark apparatus for 2 h. The toluene solution is washed with water, dried over Na2SO4 and concentrated in vacuo. The crude product is purified by silica gel column chromatography eluting with hexanes/ethyl acetate (20/1) to afford 1a (1.7 g, 60% yield) as a red liquid.

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, Benzyl cyanoacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Wei; Ghiviriga, Ion; Grenning, Alexander J.; Tetrahedron; vol. 73; 29; (2017); p. 4076 – 4083;,
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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. 85068-32-2, name is 2-(3,5-Bis(trifluoromethyl)phenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 85068-32-2

Lithium bis(trimethylsilyl)amide (4.9 ml, 1 .0 M in THF, 4.9 mmol) was added dropwise to a solution of [3,5-bis(trifluoromethyl)phenyl]acetonitrile (1 .00 g, 3.95 mmol) and 1 ,4- dibromobutane (700 mI, 5.9 mmol) in THF (25 ml) at OO and the mixture was stirred for 2 h at room temperature. Lithium bis(trimethylsilyl)amide (4.9 ml, 1.0 M in THF, 4.9 mmol) was added and the mixture was stirred over night at room temperature followed by 3 h at 600. For the work-up, the mixture was poured into brine, extracted with ethyl acetate (3x) and the combined organic phases were dried and concentrated. The residue was purified by flash chromatography (hexanes/ethyl acetate 95:5) to give the title compound 866 mg (68 % yield). 1 H-NMR (400 MHz, DMSO-afe): d [ppm] = 8.18 (s, 2H), 8.16 (s, 1 H), 2.60-2.52 (m, 2H), 2.23- 2.13 (m, 2H), 1 .98-1.86 (m, 4H).

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 85068-32-2.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; BUCHGRABER, Philipp; AIGUABELLA FONT, Nuria; WITTROCK, Sven; LANGE, Martin; BADER, Benjamin; PRECHTL, Stefan; LIENAU, Philip; KOPITZ, Charlotte, Christine; NOWAK-REPPEL, Katrin; POTZE, Lisette; (388 pag.)WO2020/48830; (2020); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts