Tag: M.W=200-300

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. 950596-58-4, name is 2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C13H18N2O4

(f) Erlotinib free base:; To 2-amio-4,5-bis(2-methoxyethoxy)benzonitrile (4.57g, 0.0172moles) was added toluene (30ml), N’-(3-ethynylphenyl) N,N-dimethyl formamidine (3.44g, 0.0172moles) and acetic acid (0.5ml) refluxed the reaction mixture for about 4hrs cooled the reaction mass to room temperature, toluene layer was separated washed with water and chilled toluene layer to yield crude erlotinib and which was further recrystallized from a polar solvent such as methanol to get pure off- white crystalline compound(3g) having mp 149-153 0C.

The synthetic route of 950596-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VITTAL MALLYA SCIENTIFIC RESEARCH FOUNDATION; WO2007/138612; (2007); A2;,
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Related Products of 97165-77-0, The chemical industry reduces the impact on the environment during synthesis 97165-77-0, name is 3,5-Dibromobenzonitrile, I believe this compound will play a more active role in future production and life.

In a single-necked flask, intermediate 4-1 (3 g, 12 mmol), 3,5-dibromobenzonitrile (3.1 g, 12 mmol), cuprous bromide (0.18 mmol, 27 mg), o-phenanthroline (0.18 (33 mg), zinc iodide (0.37 mmol, 118 mg) and o-dichlorobenzene (30 mL) at 150 C for 24 hours. After cooling to room temperature, the mixture was diluted with methylene chloride and the inorganic salt was removed by filtration. Column chromatography afforded 3 g of a white solid in 50% yield.

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, 3,5-Dibromobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Daoyi Chemical Technology Co., Ltd.; Huang Jinhai; Su Jianhua; (29 pag.)CN107033143; (2017); A;,
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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. 66389-80-8, name is tert-Butyl 4-cyanobenzylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C13H16N2O2

(2) To a solution of hydroxylamine hydrochloride (2.24 g, 32.3 mmol) in dimethyl sulfoxide (10.6 mL), triethylamine (4.51 mL, 32.4 mmol) was added and the resulting mixture was stirred at room temperature for an hour. The precipitating salt was filtered and washed with THF. The THF was distilled off under reduced pressure and after adding the foregoing compound (n-2) (1.50 g, 6.46 mmol), the resulting mixture was stirred at 75 C. for 15 hours. The reaction mixture was cooled to room temperature and after adding water, extraction was conducted with ethyl acetate. The organic layer was successively washed with water and saturated brine and dried over anhydrous sodium sulfate. The solvents were distilled off under reduced pressure to give tert-butyl 4-(N?-hydroxycarbamimidoyl)benzylcarbamate (n-3) (amount, 1.70 g; yield, 99%).

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 66389-80-8.

Reference:
Patent; KAKEN PHARMACEUTICAL CO., LTD.; IKEGAMI, Satoru; WATANABE, Atsushi; HIRANO, Kimio; OHYAMA, Tadashi; (56 pag.)US2016/130232; (2016); A1;,
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These common heterocyclic compound, 1813-33-8, name is 2-Chloro-4-(trifluoromethyl)benzonitrile, 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: 1813-33-8

General procedure: A mixture of 2-chloro-4-(trifluoromethyl)-benzonitrile (1.00 mmol) and appropriate thiol (RSH, 3.00 mmol),18-crown-6-ether (cat.) and potassium carbonate (2.00 mmol)were dissolved in acetonitrile (3 ml). The mixture was refluxedfor 12 h and then cooled to ambient temperature. The mixturewas quenched by adding water and extracted with EtOAc.Extracted organic compound was dried over MgSO4, filtered, andconcentrated in vacuo. The residue was purified by flash columnchromatography on silica gel using EtOAc/hexane (1:4) eluantcondition. (RSH = CH3CO2(CH2)2SH for 42).

The synthetic route of 2-Chloro-4-(trifluoromethyl)benzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ann, Jihyae; Jung, Aeran; Kim, Mi-Yeon; Kim, Hyuk-Min; Ryu, Hyungchul; Kim, Sunjoo; Kang, Dong Wook; Hong, Sunhye; Cui, Minghua; Choi, Sun; Blumberg, Peter M.; Frank-Foltyn, Robert; Bahrenberg, Gregor; Stockhausen, Hannelore; Christoph, Thomas; Lee, Jeewoo; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6844 – 6854;,
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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. 99066-80-5, name is Methyl 3-cyano-5-nitrobenzoate, This compound has unique chemical properties. The synthetic route is as follows., name: Methyl 3-cyano-5-nitrobenzoate

10 Pd/C (0.293 g) was added to the solution of methyl-3-cyano-5-nitrobenoate (9.4 mmol) in MeOH (150 mL) and THF (50 mL). Then the solution was stirred at room temperature for 3 hours. After filtration, it was concentrated to give methyl-3-amine-5- cyanobenoate.

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 99066-80-5.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; CAI, Yu; DUAN, Jifeng; WO2011/137587; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 105942-08-3, name is 4-Bromo-2-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 105942-08-3, Recommanded Product: 4-Bromo-2-fluorobenzonitrile

To a solution of 4-bromo-2-fluorobenzonitrile (10.0 g, 50.0 mmol) in THF (80 mL) at 0 was added CH3ONa (3.36 g, 60.0 mmol) . The mixture was warmed to ambient temperature and stirred for 5 h, then concentrated and partitioned between water (100 mL) and EtOAc (100 mL x 3) . The combined organic layers were washed with brine (100 ml x 2) , dried over anhydrous sodium sulfate, and concentrated to provide the title compound.1H NMR (400 MHz, CDCl3) delta 7.41 (d, J 8.3 Hz, 1H) , 7.11 -7.21 (m, 2H) , 3.93 (s, 3H) . MS : m/z 211 (M + H+) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-fluorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COOKE, Andrew J.; PITTS, Daniel; JOHNSON, Adam; BESHORE, Douglas C.; HURZY, Danielle; MITCHELL, Helen; FRALEY, Mark; MCCOMAS, Casey; SCHIRRIPA, Kathy; MERCER, Swati P.; NANDA, Kausik; MENG, Dongfang; WU, Jane; BABAOGLU, Kerim; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (156 pag.)WO2016/54807; (2016); A1;,
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Synthetic Route of 75344-77-3, 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. 75344-77-3, name is 4-Bromo-3,5-dimethylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 500-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, were placed 4-bromo-3,5-dimethylbenzonitrile (4 g, 19.04 mmol, 1.00 equiv) and dichloromethane (50 mL). This was followed by the addition of diisobutylaluminum hydride (40 mL) dropwise with stirring at -65C. The resulting solution was stirring for 2 h at room temperature. To the reaction mixture was added hydrogen chloride (5%, 40 mL) dropwise with stirring at room temperature. The resulting solution was heated to reflux for 30 min and then cooled to room temperature. The resulting solution was diluted with 200 mL of DCM. The organic layer was washed with 3×100 mL of brine and then dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 4 g (crude) of 4- bromo-3,5-dimethylbenzaldehyde as light yellow oil.

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-Bromo-3,5-dimethylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERIAL, INC.; LONG, Alan; LEE, Hyoung, Ik; (185 pag.)WO2019/36407; (2019); 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. 17823-40-4, name is 4-Bromo-2,3,5,6-tetrafluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Bromo-2,3,5,6-tetrafluorobenzonitrile

A mixture of Compound I (2.00 g, 4.59 mmol), 4-bromo-2,3,5,6-tetrafluorobenzonitrile (1 .19 g, 4.69 mmol), Pd(PPli3)4 (268 mg, 0.230 mmol), potassium carbonate (1.90 mg, 13.78 mmol) in degassed deionized water (6 mL) and degassed THF ( 18 mL) solution was stirred at 80 C under a nitrogen atmosphere for 18 h. After cooled to room temperature, the reaction mixture was filtered through a Ceiite pad rinsed by chloroform, and the resulting filtrate was evaporated in vacuo. The obtained residue was purified by column chromatography on silica gel using 3:2 (v/v) hexane/toluene as eluent to afford a white solid (0.962 g, 43.4%). HNMR (500 MHz, CDCb, d): 8.94 (d, J = 8 0 Hz, 1H), 8.86 (s, 1H), 8.77 (d, ./ = 8.0 Hz, 4H), 7.77 (f ./= 7.5 Hz, 1H), 7.70 (d, J= 7.5 Hz, 1H), 7 66-7 57 (m, 6H).

The synthetic route of 17823-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYULUX, INC.; CHENG, Shuo-Hsien; CHO, Yong, Joo; SUZUKI, Yoshitake; YANG, Yu, Seok; NOTSUKA, Naoto; ENDO, Ayataka; KAKIZOE, Hayato; YOSHIZAKI, Makoto; AGUILERA-IPARRAGUIRRE, Jorge; (264 pag.)WO2019/191665; (2019); A1;,
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Electric Literature of 20099-89-2,Some common heterocyclic compound, 20099-89-2, name is 4-(2-Bromoacetyl)benzonitrile, molecular formula is C9H6BrNO, 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: A vial containing a mixture of 2-aminopyridine (1) (1 mmol), and alpha-bromoketone (2) (1 mmol) was placed in a microwave synthesiser. The vial was subjected to microwave irradiation programmed at 65 C, 120 W and 1 bar pressure. After 15-20 min of irradiation, the mixture was cooled to room temperature. The crude product (3) was subjected to column chromatography on alumina (solvent: dichloromethane) to obtain the pure products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(2-Bromoacetyl)benzonitrile, its application will become more common.

Reference:
Article; Kong, Dulin; Wang, Xianghui; Shi, Zaifeng; Wu, Mingshu; Lin, Qiang; Wang, Xin; Journal of Chemical Research; vol. 40; 9; (2016); p. 529 – 531;,
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Synthetic Route of 179898-34-1, 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. 179898-34-1, name is 3-Bromo-5-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3-bromo-5-fluorobenzonitrile (LXXXIII) (44.0 g, 220.0 mmol, 1.0 eq) was dissolved in THF (30 mL). BH3-Me2S (33.43 g, 440.0 mmol, 2.0 eq) was added to the solution at 20C. Then it was stirred at 80C for 2 h, HCl (6 N, 100 mL) was added to the mixture slowly at 20C. The mixture was stirred at 80C for 1 h, then it was washed with EtOAc (300 mL). The water phase was basified with 50% aqueous NaOH and it was extracted with EtOAc (300 mL x 3). The combined organic layers were dried over anhydrous Na2S04 and concentrated in vacuo to produce (3-bromo-5-fluoro-phenyl)methanamine (LXXXIV) (24.0 g, 1 17.62 mmol, 53.5% yield). NMR (CDC13, 300 MHz) ppm 3.86 (s, 2H), 7.01 (d, J=8Hz, IH), 7.12 (d, J=8Hz, IH), 7.28 (s, IH); ESIMS found C7H7BrFN mlz 203.9 (Br79M+H).

The chemical industry reduces the impact on the environment during synthesis 3-Bromo-5-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (280 pag.)WO2017/23986; (2017); A1;,
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