Month: August 2021

Application of 16532-79-9, The chemical industry reduces the impact on the environment during synthesis 16532-79-9, name is 4-Bromophenylacetonitrile, I believe this compound will play a more active role in future production and life.

To a solution of 2-(4-bromophenyl)acetonitrile (130.0 g, 0.7 mol) and iodomethane (103.9 mL, 1.7 mol) in THF (1.0 L) was added NaH (60% dispersion in mineral oil, 66.7 g, 1.7 mumol) in small portions at 10 C. After completion of the addition, the mixture was stirred at 10 C. for another 2 hours. The mixture was poured into ice water (2.0 L) and extracted with EtOAc (1.5 L). The organic layer was washed with saturated aqueous NaCl, dried over anhydrous MgSO4 and concentrated to yield Compound 1 (175 g, containing mineral oil) as a yellow oil, which was used directly without further purification. 1H NMR (CDCl3, 300 MHz) delta 7.52 (d, J=9.0 Hz, 2H), 7.38 (d, J=9.0 Hz, 2H), 1.72 (s, 6H).

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-Bromophenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HUGHES, Adam D.; FENSTER, Erik; FLEURY, Melissa; GENDRON, Roland; US2013/109639; (2013); A1;,
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Some common heterocyclic compound, 57381-37-0, name is 2-Bromo-5-chlorobenzonitrile, molecular formula is C7H3BrClN, 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. HPLC of Formula: C7H3BrClN

A microwave reaction vessel was charged with (3-(ethoxycarbonyl)phenyl)boronic acid (427 mg, 2.2 mmol), 2-bromo-5-chlorobenzonitrile (433 mg, 2 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (82 mg, 0.2 mmol), potassium phosphate tribasic (1.27 g, 6 mmol), and palladium(II) acetate (22.5 mg, 0.1 mmol) and was sealed. It was put under vacuum and filled with argon (3x repeated). Then the degassed toluene was added and the suspension was stirred at 80C for 2 hours. The reaction mixture was then allowed to cool to room temperature, diluted with 5 ml EtOAc and filtered through a thin bed of silica (0.3-0.5 mm) and eluted/washed with EtOAc (ca. 40 ml) and concentrated under reduced pressure. After Si02 flash chromatography, ethyl 4′-chloro-2′-cyano-[1,1′-biphenyl]-3-carboxylate was obtained as a off-white, crystalline solid (481 mg, 84.2%). MS (ESI): m/z = 286.1 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57381-37-0, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BLEICHER, Konrad; HERT, Jerome; KROLL, Carsten; DEY, Fabian; (77 pag.)WO2018/189063; (2018); 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. 41963-20-6, name is 4-Bromo-3-methylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: nitriles-buliding-blocks

Example 244A 4-bromo-3-methylbenzylamine LiAlH4 (0.68 g) in diethyl ether (30 mL) was treated with 4-bromo-3-methylbenzonitrile (15 mmol) and refluxed for 2 hours. The mixture was cooled to 0 C. and treated in succession with water (0.7 mL), 20% NaOH (0.5 mL), and water (2.5 mL). The mixture was filtered through a celite pad and the filter cake was washed several times with diethyl ether. The filtrate was dried over Na2SO4, filtered, and the filtrate was concentrated under reduced pressure to provide the title compound. MS (ESI+) m/z 194 (M+H)+; MS (ESI-) m/z 192 (M-H)-; 1H NMR (DMSO, 300 MHz) delta 3.97 (s, 2H), 7.30 (m, 1H), 7.46 m, 2H).

The synthetic route of 41963-20-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lee, Chih-Hung; Bayburt, Erol K.; DiDomenico JR., Stanley; Drizin, Irene; Gomtsyan, Arthur R.; Koenig, John R.; Perner, Richard J.; Schmidt JR., Robert G.; Turner, Sean C.; White, Tammie K.; Zheng, Guo Zhu; US2004/157849; (2004); 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. 127946-77-4, name is 1-Amino-1-cyclopropanecarbonitrile hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Amino-1-cyclopropanecarbonitrile hydrochloride

A3. Preparation of (2S,4S)-4-hydroxy-1-(1-methyl-cyclopropanecarbonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide (1S,4S)-5-(1-Methyl-cyclopropanecarbonyl)-2-oxa-5-aza-bicyclo[2.2.1]heptan-3-one (100 g, 512 mmol), 1-amino-cyclopropanecarbonitrile hydrochloride (62.0 g, 523 mmol), and sodium 2-ethylhexanoate (97%, 96.5 g, 563 mmol) were dissolved in water (500 mL). The mixture was stirred for 16 h at 50 C. After cooling to room temperature, dichloromethane (500 mL) was added, the mixture was acidified by addition of hydrochloric acid (25% m/m, 13.8 mL, 106 mmol), and sodium chloride (120 g) was added. The mixture was stirred for 1 h, phases were separated, the aqueous layer was extracted with dichloromethane (3*330 mL) and the combined organic extracts were concentrated in vacuo to a volume of ca. 1.1 L. Ethyl acetate (1.1 L) was added, the mixture was concentrated in vacuo to a volume of ca. 1 L and heptane (1 L) was added within 30 min. The resulting suspension was stirred for 2 h at 2 C., filtered, the precipitate was washed with cold ethyl acetate/heptane 1:1 (v/v, 340 mL) and heptane (340 mL) and dried in vacuo to afford the title compound as light yellow crystals (129.4 g, 90%). MS (ESI & APCI): m/z=278.1 [M+H]+. 1H NMR (CDCl3, 600 MHz): delta 0.60-0.65 (m, 2H), 0.89-0.92 (m, 1H), 0.95-0.98 (m, 1H), 1.20-1.26 (m, 2H), 1.33 (s, 3H), 1.50-1.57 (m, 2H), 2.13 (ddd, J=5.0 Hz, 9.0 Hz, 14.1 Hz, 1H), 2.39 (br d, J=14.3 Hz, 1H), 3.76 (dd, J=4.3 Hz, 11.6 Hz, 1H), 3.85 (d, J=11.6 Hz, 1H), 4.48-4.53 (m, 1H), 4.57 (d, J=9.0 Hz, 1H), 4.70 (br s, 1H), 7.92 (br s, 1H).

According to the analysis of related databases, 127946-77-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; Bartels, Bjoern; Bliss, Fritz; Cueni, Philipp; Pfleger, Christophe; Zutter, Ulrich; US2013/123512; (2013); 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. 3047-38-9, name is Cyclopent-1-enecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H7N

To a stirred solution of cyclopent- l-enecarbonitrile (50 g, 537 mmol) in carbon tetrachloride (400 ml) at 25C was added N-bromosuccinimide (96 g, 537 mmol) under nitrogen atmosphere. The resulting mixture was refluxed for 2 h. The progress of reaction was monitored by TLC. The reaction mixture was cooled to 25C and filtered through Celite. The filtrate was concentrated under reduced pressure to obtain a crude product, which was purified by column chromatography over silica gel ( 100 – 200 mesh) using 1% ethyl acetate in hexane as an eluent to obtain the title compound (60 g, 65%). iHNMR (CDCls, 400MHz): delta 6.77-6.73 (m, IH), 5. 12-5.09 (m, IH) 2.95-2.86 (m, lH) 2.67-2.42 (m, 3H).

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 3047-38-9.

Reference:
Patent; LUPIN LIMITED; JANA, Gourhari; SINHA, Neelima; KARCHE, Navnath, Popat; KURHADE, Sanjay, Pralhad; TILEKAR, Ajay, Ramchandra; GUPTA, Nishant, Ramniwasji; IRLAPATI, Nageswara, Rao; KUKREJA, Gagan; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; (102 pag.)WO2016/12956; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 19924-43-7, name is 2-(3-Methoxyphenyl)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 19924-43-7, Recommanded Product: 19924-43-7

Step A: Preparation of 2-(3-methoxyphenyl)-2-methylpropanenitrile:; To a stirred solution of 2-(3-methoxyphenyl)acetonitrile (6.2g, 42.1mmol), 40% aq tetrabutylammonium hydroxide (5.1g, 7.8mmol) and 50% aq NaOH (3Og, 375mmol) in toluene (30ml) was added CH3I (8ml, 129mmol) at room temperature. The reaction mixture was stirred for 16 hours, CH3I (4ml) was further added and the reaction mixture was stirred for another 5 hours at room temperature. The reaction mixture was diluted with EtOAc and washed with water and brine. The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a short silica gel column (hex: methylene chloride, 2:1) to give the title compound.1H NMR (400 MHz, d-DMSO): 1.74 (s, 6H); 3.8 (s, 3H); 6.9-7.04 (m, 2H); 7.11 (t, IH); 7.29-7.31 (m, IH).

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-(3-Methoxyphenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WELLSTAT THERAPEUTICS CORPORATION; WO2009/151695; (2009); A1;,
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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 628-20-6 as follows. Recommanded Product: 628-20-6

General procedure: To a solution of 4-dimethylaminopyridine (2 g, 0.0163 mol) in 20 mL of toluene, was added the appropriate alkyl halide (1.1 eq) at room temperature. The mixture was placed in a closed vessel and exposed to ultrasound irradiation for 5 h at 80 C using a sonication bath. The completion of the reaction was marked by the separation of oil or a solid from the initially obtained clear and homogenous mixture of 4-dimethylaminopyridine and alkyl halide in toluene. The product was isolated by extraction or filtration to remove the unreacted starting materials and solvent. Subsequently, the pyridinium IL was washed with (3 × 20 mL) of ethyl acetate followed by drying under reduced pressure.

According to the analysis of related databases, 628-20-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Messali, Mouslim; Molecules; vol. 20; 8; (2015); p. 14936 – 14949;,
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Application of 874-97-5, 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. 874-97-5, name is 3-Cyanobenzyl alcohol, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a well-stirred suspension of 216 mg (9.00 mmol) of sodium hydride in anhydrous THF was added (3.60 mmol) of 3-benzylalcohol in small portions over 15 min. A brown solution was formed after 30 min of stirring. A solution of 519 mg (3.00 mmol) 5-methyl-3-sulfonyl[1,2,4]triazine in anhydrous THF was added, and the resulting dark red solution was stirred for 30 additional min. After which 25 mL of saturated NaHCO3 solution was added, and the organic layers were extracted into Et2O, combined, dried over anhydrous Na2SO4, filtered, and concentrated to obtain a dark red oil. The residue was purified using column chromatography with hexane-ethyl acetate (50:50) to obtain the desired product.

The chemical industry reduces the impact on the environment during synthesis 3-Cyanobenzyl alcohol. I believe this compound will play a more active role in future production and life.

Reference:
Article; Gichinga, Moses G.; Olson, Jeremy P.; Butala, Elizabeth; Gilmour, Brian P.; Navarro, Hernan H.; Ivy Carroll; Tetrahedron Letters; vol. 52; 26; (2011); p. 3345 – 3346;,
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Application of 134227-45-5, The chemical industry reduces the impact on the environment during synthesis 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, I believe this compound will play a more active role in future production and life.

Step A: Preparation of 4-[(l,3-Dimethyl-lH-pyrazol-5-yl)oxy]-3 ,5 -difluorobenzonitrile Potassium carbonate (1.38 g, 10 mmol) was added to a solution of 2,4-dihydro-2,5-dimethyl-3H-pyrazol-3-one (0.70 g, 6.3 mmol) in N,Lambda/-dimethylformamide (15 mL).3,4,5-Trifluorobenzonitrile (0.94 g, 6.0 mmol) was added, and the reaction mixture was heated at 75 0C under a nitrogen atmosphere for 16 h, then allowed to cool. The reaction mixture was partitioned between water (60 mL) and ethyl acetate (30 mL). The organic phase was washed with water (2 x 30 mL) and brine (30 mL), dried over MgSOphi and concentrated to give the title compound as a yellow oil (1.38 g).1H NMR delta 7.36 (m, 2H), 5.24 (s, IH), 3.78 (s, 3H), 2.16 (s, 3H).

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-Trifluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; LONG, Jeffrey, Keith; HONG, Wonpyo; TAGGI, Andrew, Edmund; WO2010/101973; (2010); A1;,
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Application of 103146-25-4, 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 103146-25-4 as follows.

Experiment 38. A range of experiments were conducted examining the resolution of diol with (+)- (S,S)-DTT. The general procedure is described below, and the details and results for each reaction are in table 1.Racemic diol (20 g, 58.4 mmol) was dissolved in approximately half of the solvent used for the experiment at 40 0C. (-H)-(S5S)-DTT-H2O (quantity specified in the table) was added as a solution in the other half of the solvent. The solution was held at 40 0C and was seeded within two minutes with crystals of (S)-diol. ./2(-H)-(S5S)-DTT (approximately 5 mg). Crystallisation typically began within 5-10 minutes after seeding. After 2 h at 40 0C, the temperature of the solution was lowered to 20 0C over 2 h, and the solution was held at this temperature for a further 1 h. The product was then separated by filtration, washed with the approriate solvent (2 x 20 mL) and dried overnight at 60 0C under reduced pressure.

According to the analysis of related databases, 103146-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LUNDBECK A/S; WO2009/33488; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts