Month: July 2021

Reference of 94087-40-8, These common heterocyclic compound, 94087-40-8, name is 3-Chloro-2-fluorobenzonitrile, 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: An oven-dried round bottomed flask (50 mL capacity) equipped with a magnetic stir bar was evacuated and purged with argon. 2-Aminopyridine (1 mmol, 1 euiv), 2-fluorobenzonitrile (1.2 mmol, 1.2 euiv), KtOBu (4 mmol, 4 euiv) and DMSO (5 mL) were added successivelyat room temperature and the reaction mixture was allowed to stir at room temperature for 12 h. Water (10 mL) was added to the reaction mixture and the organic layer was extracted with ethyl acetate (2×20 mL). The combined organic phases were washed with brine and dried over sodium sulfate. The solvent was removed and the residue was purified by column chromatography on silica gel using hexanes/ethyl acetate as an eluent.

The synthetic route of 94087-40-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sen, Tejosmita; Neog, Kashmiri; Sarma, Sangita; Manna, Prasenjit; Deka Boruah, Hari Prasanna; Gogoi, Pranjal; Singh, Anil Kumar; Bioorganic and Medicinal Chemistry; vol. 26; 17; (2018); p. 4942 – 4951;,
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Electric Literature of 6621-59-6,Some common heterocyclic compound, 6621-59-6, name is 6-Bromohexanenitrile, molecular formula is C6H10BrN, 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.

In a 250-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed a solution of BnOH (3.22 g, 29.78 mmol, 1.00 equiv) in N,N- dimethylformamide (80 mL). This was followed by the addition of sodium hydride (2.05 g, 59.79 mmol, 2.00 equiv) in several batches at 0 C. The resulting solution was stirred for 30 minutes at 0 C in a water/ice bath. To this was added 6-bromohexanenitrile (5.2 g, 29.54 mmol, 1.00 equiv) in portions at 0 C. The resulting solution was allowed to react, with stirring, for an additional 3 hours at room temperature. The reaction was then quenched by the addition of 500 mL of water. The resulting solution was extracted with ethyl acetate (3×500 mL) and the combined organic layers were concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (60: 1). This resulted in 1.06 g (18%) of 6-(benzyloxy)hexanenitrile as yellow oil.

The synthetic route of 6621-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INNATE TUMOR IMMUNITY, INC.; O’MALLEY, Daniel; GAVAI, Ashvinikumar V.; GILL, Patrice; TARBY, Christine M.; WATTERSON, Scott Hunter; GONG, Hua; WILLIAMS, David K.; GHOSH, Shomir; ROUSH, William R.; (307 pag.)WO2019/14402; (2019); A1;,
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Synthetic Route of 6011-14-9, 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. 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of Compound (I-1-2) (1.33 g, 3.79 mmol) in dimethylformamide were successively added 2-aminoacetonitrile hydrochloride (0.525 g, 5.68 mmol), HATU (2.159 g, 5.68 mmol) and Et3N (1.049 mL, 7.57 mmol) with ice-cooling, then the reaction mixture was stirred at room temperature for 3 hours. To the reaction solution were added 0.1M hydrochloric acid and ethyl acetate, then the reaction solution was extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure. The obtained residue was purified by column chromatography to give Compound (I-1-3) (1.23 g, 83%) as a yellow solid.Compound (I-1-3); 1H-NMR (CDCl3) delta: 3.97 (s, 2H), 4.24 (d, J=5.6 Hz, 2H), 4.76 (s, 2H), 7.39 (t, J=7.4 Hz, 1H), 7.48 (t, J=7.4 Hz, 2H), 7.63 (d, J=7.1 Hz, 2H), 7.74 (dd, J=8.6, 1.5 Hz, 1H), 8.02-8.07 (m, 3H).

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

Reference:
Patent; Shionogi & Co., Ltd.; US2012/253040; (2012); A1;,
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Application of 118431-88-2, 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. 118431-88-2, name is 3-Cyclopropyl-3-oxopropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 136a (477 mg, 4.38 mmol) in MeOH (5 mL) was added N2H4.H20 (80%) (5 mL). The reaction mixture was heated at 75C for 15 h. MeOH was removed under reduced pressure. The residue was extracted with CH2CI2 (2 X 8 mL ), dried over Na2S04, and concentrated. The residue was purified by flash column eluting with 100: 1 CH2CI2/ MeOH to afford 136b as a yellow oil (37%, for two steps). LCMS: (M+H)+ 124.

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-Cyclopropyl-3-oxopropanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
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Reference of 42872-74-2, 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. 42872-74-2, name is 3-Bromo-4-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 44; 5 ‘ -Cyano-2 ‘ -methyl-biphenyl-4-carboxylic acid ethyl ester; A mixture of 3-bromo-4-methyl-benzonitrile (600mg), 4-(ethoxycarbonylphenyl) boronic acid (594mg), cesium carbonate (995mg) and tetrakis(triphenylphosphine) palladium (0), 5 mol% (180mg) was heated to reflux under nitrogen in DME (30 ml) and water (15ml) for 18 h. The reaction mixture was then cooled to room temperature and filtered. The resulting filtrate was then evaporated and purified on silica gel, gradient elution with 10-20% ethyl acetate in petrol gave the title compound as a pale yellow solid (867mg).

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-Bromo-4-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2007/31791; (2007); A1;,
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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. 98730-77-9, name is 1-(Hydroxymethyl)cyclopropanecarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C5H7NO

In a 250 mL RBR at 0 C, 1-(hydroxymethyl)cyclopropanecarbonitrile (400 mg, 4.12 mmol) was dissolved in methylene chloride (15 mL) and triethylamine (1.148 mL, 8.24 mmol). Reaction was treated drop wise with methanesulfonyl chloride (0.353 mL, 4.53 mmol) and reaction stirred at 0 C for 2 hr. Reaction was quenched with 20 mL of saturated aqueous Na2C03 solution. Reaction mixture was diluted with Et20 and stirred vigorously for 30 minutes. Organics were isolated, dried (MgS04), filtered and concentrated under reduced pressure providing the title compound as a yellow oil which was used without further purification (622 mg).

The synthetic route of 98730-77-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William R.; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; LIN, Xiaodong; MARTIN, Eric J.; PAN, Yue; PFISTER, Keith B; RENHOWE, Paul A.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/101065; (2012); A2;,
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Adding a certain compound to certain chemical reactions, such as: 36282-26-5, name is 2-Bromo-4-fluorobenzonitrile, 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 36282-26-5, Product Details of 36282-26-5

Example 16 2-bromo-4-(2,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl)benzonitrile (Intermediate 16) Pyrrole (2,6,6-trimethyltetrahydroindol-4-one) (1.5 g, 8.5 mmol) and 2-bromo-4-fluorobenzonitrile (1.69 g, 8.5 mmol) are dissolved in anhydrous DMF (50 mL). To this NaH (95%, 408 mg, 17.0 mmol) is added and stirred at 50 C. for 1 h. The reaction mixture is cooled to RT and H2O is added. Product crashed out of solution and is filtered and dried under vacuo (2.4 g, 79%).

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; Hall, Steven E.; (44 pag.)US2015/329493; (2015); A1;,
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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. 151-18-8, name is 3-Aminopropanenitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 151-18-8

To a suspension of (S)-3-(5-benzylisoxazole-3-carboxamido)-5-methyl-4-oxo- 2,3,4,5-tetrahydrobenzo [b][l,4]oxazepine-7-carboxylic acid (87.0 mg, 0.206 mmol) in DCM (2.0 mL) was added l-chloro-N,N,2-trimethylprop-l -en- 1 -amine (33.1 mg, 0.248 mmol) as a solution in DCM (0.10 ml) dropwise over 1 min. The reaction mixture was stirred at rt for lh and became a homogeneous solution. The reaction mixture was cooled in an ice-bath then 3-aminopropanenitrile (57.9 mg, 0.826 mmol) was added dropwise as a solution in DCM (0.25 mL). The ice-bath was removed then 10 % aq citric acid solution was added and the mixture was stirred vigorously for 15 min . The organic phase was separated, washed with sat. aq sodium bicarbonate and brine then dried over sodium sulfate and concentrated in vacuo. The residue was purified by FCC( EtO Ac-Hex: 60-80%) to yield the desired product(67.0 mg, 68.5 %). MS (m/z) 474.4 (M+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:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BANDYOPADHYAY, Deepak; EIDAM, Patrick M.; GOUGH, Peter J.; HARRIS, Philip Anthony; JEONG, Jae U.; KANG, Jianxing; KING, Bryan Wayne; LAKDAWALA SHAH, Ami; MARQUIS, JR., Robert W.; LEISTER, Lara Kathryn; RAHMAN, Attiq; RAMANJULU, Joshi M.; SEHON, Clark A; SINGHAUS, JR., Robert; ZHANG, Daohua; WO2014/125444; (2014); A1;,
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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. 83101-12-6, name is 4-(3-Hydroxypropyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C10H11NO

5 Synthsis of 3-(4-Cyanophenyl)propyl Methanesulfonate A mixture of 3-(4-cyanophenyl)propanol (3.77 g, 23.4 mmol), methanesulfonylchloride (2.96 g, 25.8 mmol), triethylamine (2.60 g, 25.7 mmol) and ethyl acetate (100 ml) was stirred at room temperature for 30 minutes. Then the reaction mixture was diluted with ethyl acetate and successively washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica gel (60 g) with hexane-ethyl acetate (1:1) to give 3-(4-cyanophenyl)propane methanesulfonate as a colorless oil (4.79 g, 86percent). 1H-NMR (200 MHz, CDCl3) delta: 7.61 (2H, d, J=8.4 Hz), 7.31 (2H, d, J=8.4 Hz), 4.24 (2H, t, J=6.2 Hz), 3.02 (3H, s), 2.83 (2H, t, J=7.8 Hz), 2.09 (2H, tt, J=7.8 and 6.2 Hz). IR (neat): 3028, 2941, 2227, 1608, 1506, 1351, 1172, 975, 929, 836, 815 cm-1.

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 83101-12-6.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6235731; (2001); B1;,
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Electric Literature of 1953-99-7, 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. 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A reaction was performed and the reaction product was treated by following the procedure of Example 1 while omitting the addition of sodium hydroxide. When the benzonitrile solution as the mother liquor was similarly analyzed, it was found to contain 0.200 g of benzoic acid fluoride (3600 ppm based on the amount of 3,4,5,6-tetrafluorophthalonitrile). The stainless steel reaction vessel showed a sign of slight corrosion.

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, 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US6392084; (2002); B1;,
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