Author: Jessica.F

Related Products of 22364-68-7, 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. 22364-68-7 name is 2-(o-Tolyl)acetonitrile, 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.

Example 6: (E/Z)-2-(2-methylcvclohexylidene)-2-o-tolylacetonitrile To the stirred mixture of 2-methylcyclohexanone (12.3 g, 0.11 mol) and o-methyl benzyl cyanide (13.1 g, 0.10 mol) is added sodium methoxide (30% in MeOH, 18.5 ml, 0.10 mol) during 15 min and the resulting brown mixture is heated under stirring to 600C (oilbath) for 3 h and 8O0C for further 10 h. The mixture is diluted with toluene, the organic layer washed with brine/H2O 1 :1 and dried over MgSO4. The solvent is removed under reduced pressure and the residue distilled over a short-path apparatus at 0.05 mbar. The fraction distilling at 96-1240C is collected (5.4 g) and further purified by EPO flash chromatography on SiO2, eluting with cyclohexane/methyl-t-butyl ether 9:1. After removal of the solvent, the residue is bulb-to-bulb distilled at 175C (0.05 mbar) to yield 2.19 g (9%) of colourless oil, which consists of E/Z-isomers (not attributed) in a 54:46 ratio (GC). The NMR-spectra indicates also the presence of distinguishable rotamers (atropisomers) at room temperature.Odour description: balsamic, sweet, cinnamic, plum.13C-NMR (100 MHz, CDCI3) (E/Z-mixture and atropisomers at room temperature): 166.6, 166.4, 166.3 (s), 136.7, 136.6 (s), 133.1 , 133.0 (s), 130.4, 130.3, 130.3 (d), 130.0, 129.8, 129.6, 129.3 (d), 128.6, 128.5 (d), 126.1 , 126.0 (d), 117.7, 117.7, 117.6, 117.5 (s), 106.2, 106.1 , 105.9 (s), 36.2, 36.1 (d), 33.2, 33.1 (t), 32.7, 32.3 (d), 29.8, 29.8 (t), 28.3, 28.2 (t), 27.4 (t), 26.8, 26.2 (t), 20.0, 20.0, 19.9, 19.9 (t), 19.5, 19.5 (q), 19.2 (q), 18.6, 18.5 (q), 18.1, 17.4 (q).MS (main isomer): 25 (100, [M+]), 210 (86), 196 (26), 182 (40), 168 (57), 154 (70).

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

Reference:
Patent; GIVAUDAN SA; WO2006/133592; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 21883-13-6, A common heterocyclic compound, 21883-13-6, name is 4-Methoxy-2-methylbenzonitrile, molecular formula is C9H9NO, 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.

Description for D33 4-Hydroxy-2-methylbenzonitrile (D33)To a solution of 2-methyl-4-(methyloxy)benzo?iotat?le (7 g) in anhydrous DCM (100 mL) was added drapwise BBr3 (51 5 g) at -78 C The resulting mixture was allowed to warm to RT and stirred for 24 hours LCMS indicated the reaction was completed Water was added dropwise slowly to quech the reaction. The mixture was extracted with EA (3×100 mL) and the combined organic layer was washed with brine dried over sodium sulfate, and concentrated to give 5 4 g of 4-hydroxy-2-methylbenzo nitrile (D33) as a white solid. deltaH (DMSO-Cf6, 400MHz). 2.45(3H, s), 6.67(1H1 d), 6 69(1H1 d), 7 51(1H, d), 1043(1H1 s). MS (ES) C8H7NO requires 133, found 134 1 (M+ H+)

The synthetic route of 21883-13-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; XIANG, Jianing; LIN, Xichen; REN, Feng; DENG, Guanghui; WO2010/148650; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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.

Synthesis Example 1-Chloronaphthalene (500 parts) was added to tetrachlorophthalodinitrile (150 parts). After stirring the resultant mixture in a nitrogen atmosphere at room temperature for 30 minutes, boron trichloride (48 parts) was added. Subsequently, heating was conducted at a ramp rate of 1.6°C/min from room temperature to a temperature at which the formation of a subphthalocyanine began to take place (at that time, the reaction mixture turned into a violet color; the initiation temperature of the formation of the subphthalocyanine is 120°C to 130°C). The reaction mixture was heated further at the same ramp rate to 150°C, and at 150°C, was stirred under heating for 180 minutes. After allowed to cool down, the reaction mixture was introduced into methanol. The precipitate was collected by filtration, washed successively with water, acetone and toluene in this order, and then dried under heat in a vacuum (<1 mmHg, 180°C, 12 hr) to obtain a Cl-dodecachlorosubphthalocyanine boron complex represented by the below-described formula (143 parts, yield: 900). As a result of x-ray diffraction of the thus-obtained compound, strong diffraction peaks appeared around diffraction angles (2psi) of 6. 9°, 7.4°, 20.2°, 20.6°, 26.6° and 30.0° (FIG. 1). Further, its IR absorption spectrum presented at 880 cm-1 a strong absorption ascribable to a B-Cl bond. When measured by a high-performance liquid chromatograph ("MODEL 860-CO", manufactured by JASCO Corporation; column: "YMC-PACK PRO C18", manufactured by YMC Co., Ltd.; mobile phase: THF_water=80:20), the compound in which X was a chlorine atom was found to account for 100percent. The synthetic route of 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile has been constantly updated, and we look forward to future research findings. Reference:
Patent; DAINICHISEIKA COLOR & CHEMICALS MFG. CO. LTD.; Nippon Steel Chemical Co., Ltd.; EP1772494; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 114897-91-5, name is 2-(4-Bromo-2-fluorophenyl)acetonitrile, molecular formula is C8H5BrFN, 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. Safety of 2-(4-Bromo-2-fluorophenyl)acetonitrile

To a solution of Mel (3.2 mL, 49.3 mmol) in anhydrous DMF (82 mL) at 0 C was added NaH (60%, 2.0 g), followed by (4-bromo-2-fluorophenyl) acetonitrile (3.5 g, 16.4 mmol). The mixture was slowly warmed up to room temperature and stirred for 3 hours. The reaction was quenched by the addition of saturated NH4CI and extracted with EtOAc (3 x 150 mL). The combined organic extracts were washed with brine, dried with NA2SO4 and evaporated to dryness. The mixture was purified by flash column chromatography (0-20 % EtOAc in hexanes) to give the product (3. 0 g, 77% yield).’H NMR (300 MHz, CDC13) B : 1.78 (s, 6 H), 7.26-7. 42 (m, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 114897-91-5, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2004/74270; (2004); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 654-70-6, name is 4-Cyano-3-trifluoromethylaniline belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C8H5F3N2

Thionyl chloride (46.02 g, 0.39 mol) was added dropwise to a cooled solution (less than 4C) of (R)-3-bromo-2-hydroxy-2-methylpropanoic acid (4) (51.13 g, 0.28 mol) in 300 mL of THF under an argon atmosphere. The resulting mixture was stirred for 3 h under the same condition. To this was added Et3N (39.14 g, 0.39 mol) and stirred for 20 min under the same condition. After 20 min, 5-amino-2-cyanobenzotrifluoride (40.0 g, 0.21 mol), 400 mL of THF were added and then the mixture was allowed to stir overnight at RT. The solvent was removed under reduced pressure to give a solid which was treated with 300 mL of H2O, extracted with EtOAc (2 × 400 mL). The combined organic extracts were washed with saturated NaHCO3solution (2 × 300 mL) and brine (300 mL). The organic layer was dried over MgSO4and concentrated under reduced pressure to give a solid which was purified from column chromatography using CH2Cl2/EtOAc (80:20) to give a solid. This solid was recrystallized from to give 55.8 g (73.9%) of (2R)-3-bromo-N-[4-cyano-3-(trifluoromethyl)phenyl]- 2-hydroxy-2-methylpropanamide (8) as a light-yellow solid. M.p. 134.0-136.5C;1H NMR (CDCl3/TMS) delta 1.66 (s, 3H, CH3), 3.11 (s, 1H, OH), 3.63 (d, J = 10.8 Hz, 1H, CH2), 4.05 (d, J = 10.8 Hz, 1H, CH2), 7.85 (d, J = 8.4 Hz, 1H, ArH), 7.99 (dd, J = 2.1, 8.4 Hz, 1H, ArH), 8.12 (d, J = 2.1 Hz, 1H, ArH), 9.04 (bs, 1H, NH). Calculated Mass: 349.99, [M – H] – 349.0.

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

Reference:
Patent; GTX, INC.; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; NARAYANAN, Ramesh; MILLER, Duane D.; PONNUSAMY, Thamarai; HWANG, Dong-Jin; HE, Yali; PAGADALA, Jayaprakash; DUKE, Charles B.; COSS, Christopher C.; DALTON, James T.; (296 pag.)WO2016/172358; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 21803-75-8,Some common heterocyclic compound, 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, molecular formula is C7H5ClN2, 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.

To a stirred solution of 4-amino-3-chloro-benzonitrile (8.0 g, 52.4 mmol) and 3-bromobenzaldehyde (6.2 mL, 52.4 mmol) in acetonitrile (150 mL) were added isobutene (14.7 mL, 209.7 mmol) and ytterbium(III) trifluoromethanesulfonate (Yb(OTf)3) (4.0 g, 6.3 mmol). The resulting mixture was stirred at 85 C. for 18 h in sealed tube. The mixture was diluted with ethyl acetate (300 mL) and washed with water (100 mL×2) and brine (100 mL×2) and then dried over anhydrous sodium sulfate. The solvent was removed in vacuo and the residue was purified by ISCO combi-flash chromatography (gradient elution, 10-50% ethyl acetate in petroleum ether) to afford 2-(3-bromo-phenyl)-8-chloro-4,4-dimethyl-1,2,3,4-tetrahydro-quinoline-6-carbonitrile (7.8 g, 40.0%) as a light yellow solid: LC/MS m/e obsd. (ESI+) [(M+H)+] 374.9 & 376.9.

The synthetic route of 21803-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Feng, Lichun; Huang, Mengwei; Liu, Yongfu; Wu, Guolong; Zhou, Mingwei; US2012/101127; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 654-70-6 as follows. Quality Control of 4-Cyano-3-trifluoromethylaniline

4-cyano-3-trifluoromethyl-aniline is reacted with propene-2-sulfonyl chloride (51), and subjected to epoxidation followed by opening of the epoxide ring with p-CN-phenol in the presence of potassium carbonate to yield compound V, as presented in Figure 1 C.

According to the analysis of related databases, 654-70-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OSURF (OHIO STATE UNIVERSITY RESEARCH FOUNDATION); UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; WO2008/11072; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 72291-30-6, name is Methyl 2-cyano-2-methylpropanoate, 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. Recommanded Product: Methyl 2-cyano-2-methylpropanoate

50L adding glass cauldron 25L methanol, add 2.20 kg potassium hydroxide (39.4mol), stirring then after cooling to room temperature, dropping 5.00kg2-cyano-2-methyl propane acid methyl ester (39.4mol), stirring reaction after dropping 2h; reaction the fluid turns on lathe dry, solid with a small amount of anhydrous ethanol after washing, 50 C drying, obtain 5.53kg2-cyano-2-methyl propane acid potassium, molar yield 93%.

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

Reference:
Patent; Hefei Leaf Biotechnology Limited; Deng, Jin; Wang, Peng; Fu, Yao; Ding, Fan; Xu, Qiang; Xu, Hai; Yu, Sanxi; Ding, Feijiao; Wu, Jiangjiang; Huang, Ligang; Xu, Shengchun; (8 pag.)CN105541594; (2016); A;,
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. 53312-77-9, name is 2-Amino-3-chlorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Amino-3-chlorobenzonitrile

To a solution of 2-amino-3-chlorobenzonitrile (5.0 g, 32.9 mmol) in dry DMF (60 mL) was added NaH (1.97 g, 60%, 49.3 mmol) at 0 C. Then, the mixture was stirred at 0 C for 15 min. Mel (4.67 g, 32.9 mmol) was added and the mixture was stirred at rt for 2 hrs. The reaction solution was quenched with saturated NH4C1 solution, diluted with EtOAc (200 mL), washed with H20 (2x) and brine (2x), dried (Na2S04), filtered, and concentrated. The residue was purified by silica gel column chromatography (EtOAc/PE=0~5%) to give 3-chloro-2- (methylamino)benzonitrile (4.8 g, 88%) as a white solid. ESI-MS (EI+, m/z): 167.0 [M+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 53312-77-9.

Reference:
Patent; DISCOVERYBIOMED, INC.; SCHWIEBERT, Erik; STREIFF, John; DIXON, John; GAO, Hongwu; WO2014/152213; (2014); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 59997-51-2, These common heterocyclic compound, 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile, 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.

To an aqueous solution of sodium hydroxide solution (0.84 g,21 mmol) in water (10 mL), pivaloylacetonitrile (1.25 g, 10 mmol) and hydroxylamine hydrochloride(0.76 g, 11 mmol) were added. The resulting solution was stirred at 50 C for 3 h. The reaction mixture was cooled and the resultant white crystalline solid was filtered, washed with water and dried to provide compound 25r as a white crystalline solid (1.23 g, yield 88%).

Statistics shows that 4,4-Dimethyl-3-oxopentanenitrile is playing an increasingly important role. we look forward to future research findings about 59997-51-2.

Reference:
Article; Li, Xingzhou; Zhou, Xinming; Zhang, Jing; Wang, Lili; Long, Long; Zheng, Zhibing; Li, Song; Zhong, Wu; Molecules; vol. 19; 2; (2014); p. 2004 – 2028;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts