Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 610-66-2, name is 2-(2-Nitrophenyl)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 610-66-2, Recommanded Product: 610-66-2

(1) According to a literature (Grob, C.A.; Helv Chim Acta 1961, 44, 1748.), (2-nitrophenyl)acetonitrile was synthesized from 1-chloro-2-nitrobenzene via (+/-)-ethyl cyano(2-nitrophenyl)acetate. Then, (2-nitrophenyl)acetonitrile (3.37 g) was subjected to catalytic hydrogenation in methanol (17 mL) under a normal pressure using 0.15 g of 10% Pd-C (54% wet). The catalyst was removed by filtration and the solvent was evaporated. Diisopropyl ether (20 mL) was added to the resulting concentrated residue and crystals were recovered by filtration to obtain (2-aminophenyl)acetonitrile (2.05 g). FAB (pos.): m/z 133

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-Nitrophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YAMANOUCHI PHARMACEUTICAL CO. LTD.; EP1367058; (2003); A1;,
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935-02-4, name is 3-Phenylpropiolonitrile, 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. SDS of cas: 935-02-4

General procedure: To a solution of cyanoacetylenes (0.4mmol) with N-tosylimines (0.2 mmol) in toluene (2 mL) was added Ph3P (0.2mmol). The mixture was then stirred at 110 C for 36 h in a reaction flask. Thenthe solvent was removed in vacuo and residue was purified by columnchromatography on silica gel to give the desired annulation product.

The synthetic route of 935-02-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Jinfeng; Zhang, Qi; Ji, Xin; Meng, Ling-Guo; Synlett; vol. 30; 9; (2019); p. 1095 – 1099;,
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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. 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 1009-35-4

General procedure: A mixture of benzenesulfonamides (1, 1.0 mmol), halogenated nitrobenzene(2, 1.0 mmol) and K2CO3 (1.1 mmol) were dissolved in DMF in a microwave tube. Then, the reaction mixture was irradiated in a microwave apparatus at 140 °C for 12 minutes. After the reaction mixture was cooled to ambient temperature, the product was concentrated, and the crude mixture was purified by column chromatography on silica gel to the desired products 3.

The synthetic route of 1009-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Zhi-You; Liu, Min; Mao, Yi-Jun; Chen, Yu-De; Wang, Yan-Ping; Liu, Chong; Tetrahedron Letters; vol. 60; 8; (2019); p. 626 – 629;,
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Electric Literature of 6609-56-9, 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 6609-56-9 as follows.

To a nitromethane (0.1 mL) solution of 4-methoxybenzonitrile (1f) (30 mg, 0.225 mmol) were addedH2O (1.0 mL), DBU (69 mg, 0.436 mmol), copper (I) iodide (9 mg, 0.0451 mmol), cesium (I)carbonate (37 mg, 0.113 mmol) at room temperature. The reaction mixture was heated at 100 °C for2 h and then poured into water (50 mL). The organic layer was separated and the aqueous layer wasextracted with AcOEt. The combined organic layer was dried over MgSO4. The solvent wasremoved under reduced pressure. The residue was purified by preparative TLC on silica gel elutingwith AcOEt-n-hexane (1:1) to give 2-methoxybenzamide (2f)S5 (17 mg, 50percent) as pale yellow powders.mp 123-125 °C,

According to the analysis of related databases, 6609-56-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kuwabara, Jun; Sawada, Yoshiharu; Yoshimatsu, Mitsuhiro; Synlett; vol. 29; 15; (2018); p. 2061 – 2065;,
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Reference of 127946-77-4, 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. 127946-77-4 name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, 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.

A vial was charged with (1 R,2R)-2-(2-(4,4-difluoropiperidin- 1 -yl)-5 -(4-( 1,1 – dioxidothiomorpholino)phenyl)thiazol-4-yl)cyclohexanecarboxylic acid (42.1 mg, 0.078 mmol), 1 -aminocyclopropanecarbonitrile hydrochloride (23.12 mg, 0.195 mmol), DMF (780 tl), DIPEA (68.1 tl, 0.390 mmol), and HATU (37.1 mg, 0.098 mmol). The resulting mixture was stirred at70 C for 7 hours. Reaction mixture was cooled to RT and purified directly by reverse phase preparative HPLC (H20/ MeCN (10-95%), 0.1% TFA, 20 mm) giving 29mg (61.6%) of (1 R,2R)-N-( 1 -Cyanocyclopropyl)-2-(2-(4,4-difluoropiperidin- 1 -yl)-5 -(4-( 1,1 – dioxidothiomorpholino)phenyl)thiazol-4-yl)cyclohexanecarboxamide (Compound 6) as white solid: MS (ES, m/z): 604.3 (M + 1); ?H NMR (400 MHz, CDC13): oe 0.87-0.86 (m, 2 H); 1.43-1.28 (m, 5 H); 1.85-1.50 (m, 5H); 2.19-2.05 (brm, 4 H); 2.58 (td, J= 11.4, 3.1 Hz, 1 H); 2.80 (td, J = 11.3, 3.2 Hz, 1 H); 3.13-3.11 (m, 4 H); 3.62-3.58 (m, 2 H); 3.74-3.69 (m, 2 H); 3.91-3.89 (m, 4 H); 5.83 (s, 1 H); 6.91 (d, J = 8.5 Hz, 2 H); 7.28 (d, J = 8.4 Hz, 2 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Amino-1-cyclopropanecarbonitrile hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STACHEL, Shawn; PAONE, Daniel, V.; LI, Jing; GINNETTI, Anthony; LIM, John; FU, Jianmin; XU, Shimin; WO2015/54038; (2015); A1;,
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Synthetic Route of 928118-07-4, 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. 928118-07-4, name is 3,4-Dihydro-2H-benzo[b][1,4]oxazine-6-carbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 15 : 4- [5-(3-Morpholin-4-yl-phenoxy)pyridin-2-yl] -3,4-dihydi benzo[l,4]oxazine-6-carboni rile A suspension of 4-{3-[(6-chloropyridin-3-yl)oxy]phenyl}morpholine (200mg, 0.689mmol), 3,4-dihydro-2H-benzo[l,4]oxazine-6-carbonitrile (HOmg, 0.689 mol), in’5′(dibenzylideneacetone)palladium(0) (31mg, 0.034mmol), 4,5-bis,(diphenyl- phosphino)-9,9-dimethylxanthene (30 mg, 0.068mmol) and cesium carbonate (449mg, 1.379mmol) in de-gassed 1,4-dioxane (5mL) was heated at 80C for 2 days. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic phase was dried (MgS04) and the solvent removed under reduced pressure. The crude product was purified by column chromatography using ethyl acetate:hexane (7:3) as the mobile phase to afford 4-[5-(3-Morpholin-4-yl-phenoxy)pyridin-2-yl]-3,4- dihydro-2H-benzo[l,4]oxazine-6-carbonitrile (HOmg, 39%) as a white solid.Mass: (ES+) 415(M+H)+ HPLC: 98.7%NMR: deltaEta ( 6-DMSO) 3.12 (4H, m), 3.72 (4H, m), 3.94 (2H, m), 4.34 (2H, m), 6.40 (1H, dd), 6.55 (1H, br s), 6.74 (1H, dd), 7.04 (1H, d), 7.22 (1H, t), 7.30 (2H, m), 7.47 (1H, dd), 7.82 (1H, d) and 8.65 (1H, d).

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-Dihydro-2H-benzo[b][1,4]oxazine-6-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SENEXIS LIMITED; HORWELL, David Christopher; SCOPES, David Ian Carter; WO2011/144578; (2011); 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. 55984-93-5, name is 2-Methylterephthalonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Methylterephthalonitrile

Step 2. 2-[(E)-2-(dimethylamino)ethenyl]benzene-1,4-dicarbonitrileInto a 250-mL round-bottom flask, which was purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-methylbenzene-1,4-dicarbonitrile (4 g, 28.14 mmol, 1.00 equiv), [(tert-butoxy)(dimethylamino)methyl]dimethylamine (9.8 g, 56.23 mmol, 2.00 equiv) in N,N-dimethylformamide (50 mL). The resulting solution was stirred overnight at 75° C., and then it was concentrated under vacuum. The resulting mixture was washed with 50 mL of hexane. The solids were collected by filtration. This provided 5.3 g (95percent) of 2-[(E)-2-(dimethylamino)ethenyl]benzene-1,4-dicarbonitrile as a yellow solid.

The synthetic route of 55984-93-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Global Blood Therapeutics, Inc.; Li, Zhe; Xu, Qing; Yu, Chul; Yee, Calvin; Gwaltney,, II, Stephen L.; Metcalf, Brian W.; Richards, Steven; Lardy, Matthew A.; Setti, Lina; Sham, Hing; US2015/315198; (2015); A1;,
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5922-60-1, name is 2-Amino-5-chlorobenzonitrile, 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. Formula: C7H5ClN2

Example 4 – synthesis of 4-amino-6-chloro-quinazolineA solution of 2-amino-5-chlorobenzonitrile (1.07 g, 7.0 mmol) in formamide (20 ml) was heated at 180 0C for 6 hours. After cooling to room temperature, water (30 ml) was added to the reaction mixture. The precipitate was collected by filtration, washed with water and dried over P2O5, yielding the title compound as a grey solid (1.2 g, yield: 95 percent) which was characterized by its mass spectrum as follows: MS (m/z): 180 ([M+H]+, 100).

The synthetic route of 5922-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; WO2008/9077; (2008); A2;,
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Adding a certain compound to certain chemical reactions, such as: 26391-06-0, name is 2-Cyano-N,N-diethylacetamide, 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 26391-06-0, HPLC of Formula: C7H12N2O

To a solution of N,N-diethylcyanoacetamide (14.1 g, 0.1 mol) in toluene (100 mL) was added IRA 96 resin (0.2 g) and 2-methoxy-5-nitrobenzaldehyde (18.1 g, 0.1 mol). Then the mixture was heated to reflux, released water being collected azeotropically, until TLC test showed the absence of starting materials. The reaction mixture was filtered hot. The filtrate was evaporated completely and the residue was purified with ethanol to afford 1o. (2.2 g, 73 %) as a white solid; mp 134-135 C (EtOH); numax (liquid film) 3074, 2934, 2212, 1633, 1518, 1342 cm-1; deltaH (400 MHz, CDCl3) 1.2 (6H, br s (CH3)3), 3.5 (4H, br s, (CH2)2), 4.0 (3H, s, OMe), 7.0 (1ArH, d, J 9.2 Hz), 7.94 (1H, s, vinyl), 8.3 (1ArH, dd, J 9.2, 2.3 Hz), 9.0 (1ArH, d, J 2.4 Hz); m/z 303.2 (MH+).

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:
Article; Harisha, Attimogae Shivamurthy; Nayak, Suresh Parameshwar; Nagarajan, Kuppuswamy; Row, Tayur Narasingarow Guru; Hosamani, Amar A.; Tetrahedron; vol. 72; 22; (2016); p. 2880 – 2889;,
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Related Products of 78881-21-7, 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. 78881-21-7 name is 4-Amino-3-methylbenzonitrile, 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.

General procedure: Phosphorus trichloride (1.0 mmol) is added to a stirred solution of 8-hydroxyquinoline-7-carboxylic acid (1.0mmol) and aniline (1.00mmol) in chlorobenzene (3 mL). The resulting solution is heated at 150 oC for 1 hour via microwave irradiation. The cooled solution is evaporated to dryness sunder reduced pressure. The residue was suspended between EtOAc, 1M NaOH and brine solution (25 mL), filtered and triturated in a warm mixture of EtOH and MeOH (40 mL). The collected mixture was filtered and dried under reduced pressure to give the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Amino-3-methylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Article; Chae, Hee-Don; Cox, Nick; Capolicchio, Samanta; Lee, Jae Wook; Horikoshi; Kam, Sharon; Ng, Andrew A.; Edwards, Jeffrey; Butler, Tae-Leon; Chan, Justin; Lee, Yvonne; Potter, Garrett; Capece, Mark C.; Liu, Corey W.; Wakatsuki, Soichi; Smith, Mark; Sakamoto, Kathleen M.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 16; (2019); p. 2307 – 2315;,
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