Category: nitriles-buliding-blocks

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. 499983-13-0, name is 4-Bromo-3-fluorophenylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 499983-13-0

EXAMPLE 3Preparation of ethyl 3-fluoro-4-bromo-phenylacetate from 3-fluoro-4-bromo-phenylacetonitrile2.5 g of 3-fluoro-4-bromo-phenylacetonitrile, 4.7 g. of ethyl alcohol and 4.7 g of sulfuric acid were loaded at room temperature in an reactor. The mixture was heated to 100 C and stirred for 5 hours. When the conversion was completed, the mixture was cooled to room temperature, water and ethyl acetate were added and the aqueous phase was re-extracted with fresh ethyl acetate. The organic phase was washed with a sodium bicarbonate/water solution, then with water until pH=7. The organic phase was concentrated to yield 2.6 g, of crude product.

The synthetic route of 499983-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHIESI FARMACEUTICI S.p.A; VERZINI, Massimo; Cotarca, Livius; Guidi, Alberto; Melloni, Alfonso; Maragni, Paolo; US2014/378696; (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. 53312-80-4, name is 4-Amino-2-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Amino-2-fluorobenzonitrile

General procedure: A solution of quinolin-5-amine(7, 250 mg, 1.73 mmol) and TEA (200 L, 2.03 mmol) dissolved in CH2Cl2 (DCM, 15 mL) wasslowly dripped into a stirred solution of triphosgene (BTC, 256 mg, 0.85 mmol) in DCM (10 mL)by using a constant-pressure dropping funnel. Then, the mixture was stirred for another 0.5 h at room temperature (RT). After evaporation of the solvent, the residue was taken up in DCM (30 mL),and (5-(2,5-dichlorophenyl)furan-2-yl)methanamine (5b, 230 mg, 0.95 mmol) was added directly to the residue. The reaction mixture was stirred at RT for 6 h, and the solvent was subsequently removed in vacuo. The residue obtained was purified by column chromatography (V(PE):V(EA) = 1:1) to give the desired target compound 12 (343 mg, 0.84 mmol) in 88% yield. 96.8% HPLC purity.

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 53312-80-4.

Reference:
Article; Wang, Lijiao; Li, Chao; Chen, Wei; Song, Chen; Zhang, Xing; Yang, Fan; Wang, Chen; Zhang, Yuanyuan; Qian, Shan; Wang, Zhouyu; Yang, Lingling; Molecules; vol. 24; 15; (2019);,
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623-26-7, name is Terephthalonitrile, 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. Recommanded Product: Terephthalonitrile

Example 38 Terephthalonitrile (12.8 g), hydrogen chloride gas (2.24 NL), and ethanol (72.5 g) were placed in a glass autoclave, and the mixture was allowed to react at 130 C. for six hours. The reaction mixture was cooled, and water (9 g) was added thereto. Gas chromatographic analysis revealed that ethyl p-cyanobenzoate had been produced at a yield of 30% and a selectivity of 96%.

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

Reference:
Patent; Showa Denko Kabushiki Kaisha; US6433211; (2002); B1;,
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Application of 34403-48-0, A common heterocyclic compound, 34403-48-0, name is 4-((Methylamino)methyl)benzonitrile, molecular formula is C9H10N2, 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.

Compound 489 5-(chloromethyl)-6-phenylimidazo[1,5-a]pyridine 55b (25 mg, 0.103 mmol), 491 4-((methylamino)methyl)benzonitrile (29 mg, 0.2 mmol), 27 K2CO3 (69 mg, 0.5 mmol) and 149 acetonitrile (5 mL) were mixed at room temperature, heated to 55 C. and stirred for 18 h. After cooled to room temperature, the mixture was filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=1/1 to 1/3) to give the target 492 product 4-((methyl((6-phenylimidazo[1,5-a]pyridin-5-yl)methyl)amino)methyl)benzonitrile 55 (25 mg, light yellow oil). Yield: 71%.MS m/z (ESI): 353[M+1]1H NMR (400 MHz, CDCl3) delta 8.64 (s, 1H), 7.64-7.42 (m, 7H), 7.38-7.22 (m, 4H), 6.70 (d, J=9.2 Hz, 1H), 3.89 (s, 2H), 3.44 (s, 2H), 2.11 (s, 3H).

The synthetic route of 34403-48-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Innocare Pharma Tech Co., Ltd.; CHEN, Xiangyang; GAO, Yingxiang; US2019/185472; (2019); A1;,
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5332-06-9, name is 4-Bromobutanenitrile, 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: 5332-06-9

Example 10; 4-Azidobutanenitrile (22).; Sodium azide (1.2 g, 18.5 mmol) was added to a solution of 4-bromobutyronitrile (20, 1.8 g, 12.0 mmol) in DMSO (20 mL). After 18 h of stirring at room temperature, water (40 mL) was added, and the solution was extracted with diethyl ether. Evaporation of the solvent gave 22 as a light yellow oil EPO (0.9 g, 67%). IH NMR (400 MHz, CDCl3) £3.5 (t, 2H, J= 6.0 Hz), 2.5 (t, 2H, J= 7.2 Hz), 1.90 – 1.95 (m, 2H).

The synthetic route of 5332-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORTHWESTERN UNIVERSITY; WO2007/35964; (2007); A2;,
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Application of 26391-06-0, 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. 26391-06-0, name is 2-Cyano-N,N-diethylacetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of arylaldehyde (1 equiv), 2-cyanoacetamide or derivative (1.0-1.5 equiv) and N-methylpiperazine (0.05-1.05 equiv) in methanol (2-10 ml) was stirred at room temperature overnight. After addition of an equivalent volume of water/methanol (1:1) or 1 N HCl/methanol (1:1) for acidic products, the precipitate was collected by filtration and washed with water/methanol (1:1). If precipitation did not occur, the mixture was evaporated and the residue was purified by flash chromatography.

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

Reference:
Article; Nitsche, Christoph; Steuer, Christian; Klein, Christian D.; Bioorganic and Medicinal Chemistry; vol. 19; 24; (2011); p. 7318 – 7337;,
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Application of 621-50-1,Some common heterocyclic compound, 621-50-1, name is 2-(3-Nitrophenyl)acetonitrile, molecular formula is C8H6N2O2, 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.

N-[3-(4,5-dihydro-1H-imidazol-2-ylmethyl)-phenyl]-methanesulfonamide hydrochloride 1-Chloromethyl-3-nitro-benzene (5 g) and 4.28 g of sodium cyanide were dissolved in a mixture of 15 ml of water and 50 ml of dioxane and the two phase mixture was heated to 100C for 12 hr. The dioxane was removed by evaporation and the aqueous solution was extracted with dichloromethane. The organic extract was washed with brine, dried, and evaporated. The residue was purified by flash column chromatography eluding with EtOAc:hexane (1:4) to afford 2.86 g of a tan solid, mp 51.7-52.7C, of (3-nitro-phenyl)-acetonitrile. (3-Nitro-phenyl)-acetonitrile (2.79g) was dissolved in 50 ml of ethyl acetate and the mixture was treated with 19.5 g of tin (II) chloride dihydrate and stirred at room temperature for 72 hr. The mixture was diluted with ethyl acetate and treated with saturated sodium bicarbonate solution, separated, and extracted with ethyl acetate. The extracts were combined, dried, and evaporated, leaving 2.1 g of tan oil of (3-amino-phenyl)-acetonitrile.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(3-Nitrophenyl)acetonitrile, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; EP887346; (1998); A2;,
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Synthetic Route of 2973-50-4, 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. 2973-50-4, name is 2-(2-Aminophenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of 6-(difluoromethyl) pyridazine-4-carboxylic acid Int-29 (1 g, 5.75 mmol) in ethylacetate (60 mE) was added 2-(2-aminophenyl)acetoni- trile (759 mg, 5.75 mmol) andtriethylamine (1.6 mE, 11.49 mmol) at room temperature under an inert atmosphere. To this was added propylphosphonic anhydride (50% in EtOAc, 9.14 mE, 14.37 mmol) drop wise at 00 C. The reaction mixture was gradually warmed to room temperature and stirred for 2 h. After consumption of starting material (by TEC), the reaction mixture was basified using saturated sodium bicarbonate solution to pH .-8 and extracted with EtOAc (2×50 mE). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude material was triturated with n-pentane (2×25 mE) and dried under vacuum to afford N-(2-(cyanomethyl)phenyl)-6-(difluoromethyl)pyridazine- 4-carboxamide (1.4 g, 4.86 mmol, 85%) as a yellow solid.11619] ?H NMR (500 MHz, DMSO-d5): oe 10.77 (s, 1H),9.80 (s, 1H), 8.45 (s, 1H), 7.54-7.49 (m, 1H), 7.45-7.30 (m, 4H), 4.02 (s, 2H)11620] EC-MS: mlz 288.9 [M+H] at 2.25 RT (98.33% purity)

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

Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; Hoekstra, William J.; (156 pag.)US2018/185362; (2018); A1;,
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Related Products of 654-70-6,Some common heterocyclic compound, 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, molecular formula is C8H5F3N2, 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 22.3: 4-Amino-2-trifluoromethyl-benzaldehyde A solution of 3 g (0.0161 mol) 4-amino-2-trifluoromethyl-benzonitrile in 9 mL of dry THF is treated dropwise at rt and under nitrogen with 26.85 mL (0.0403 mol) of a 1.5 M diisobutyl-aluminum-hydride solution in toluene. During the addition the temperature is maintained at maximally 28 C. by appropriate cooling. After complete addition the brown solution is allowed to stand at rt over night. It is then added dropwise to a mixture of 4.4 mL of methanol and 39 mL of a saturated (~3M) potassium sodium tartrate solution. During the hydrolysis the temperature is kept below 40 C. After stirring for 15 minutes ethyl acetate is added and the two layers separated. The ethyl acetate phase is washed with water and brine, dried with sodium sulphate and evaporated. The brown foam obtained consists of oligomeric forms of the aldehyde (imine formation) and is therefore re-dissolved in 10 mL of ethyl acetate and stirred efficiently for 10 minutes with 10 mL of 1 N HCl. Sodium hydroxide (1 N, 8.5 mL) is added and stirring is continued for 5 more minutes (at the end the solution has pH ~9). The ethyl acetate is separated, washed with brine, dried with sodium sulphate and evaporated to give crude 4-amino-2-trifluoromethyl-benzaldehyde as a brown oil which is immediately used in the next step.

The synthetic route of 654-70-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Caravatti, Giorgio; Furet, Pascal; Imbach, Patricia; Martiny-Baron, Georg; Perez, Lawrence Blas; Sheng, Tao; US2006/35897; (2006); A1;,
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51762-67-5, name is 3-Nitrophthalonitrile, 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. Recommanded Product: 3-Nitrophthalonitrile

3-nitrophthalicnitrile (20 mmol) and dipotassium 2-naphthol-6,8-disulfonate (20-70 mmol, preferably 60 mmol) as reactants, dimethyl sulfoxide (40-200 mL) , preferably 140 mL) is a solvent, and the reaction is stirred at room temperature ~ 60C (preferably 60C) for 24 to 72 hours in the presence of potassium carbonate (30 to 90 mmol, preferably 80 mmol) and nitrogen, monitored by thin layer chromatography. The insoluble potassium carbonate was removed from the reaction mixture by filtration, and the filtrate was added with 30 mL of ice-cold chloroform to precipitate a yellow-white precipitate that was filtered, washed with ethanol and acetone until the solution was colorless.Vacuum dried at 50CdryGet 3-(6,8-disulfo-2-naphthyloxy)phthalimide dipotassium saltThe yield is 93%.

The synthetic route of 51762-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fuzhou University; Huang Jiandong; Peng Xiaohui; Zheng Bingde; (25 pag.)CN107915740; (2018); A;,
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