Tag: M.W=100-200

Reference of 1735-88-2, 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. 1735-88-2, name is 2-Cyano-N-(4-fluorophenyl)acetamide, This compound has unique chemical properties. The synthetic route is as follows.

Step 3: Preparation of 2-cyano-N-(4-fluorophenyl)-3-[5-(2,5,8-trioxa-nonyl-1-yl)furan-2-yl]-2-acrylamide (JK-06A) 2-cyano-N-(4-fluorophenyl)acetamide (4.0 g, 22.4 mmol), 5-(2,5,8-trioxa-nonyl-1-yl)furan-2-carbaldehyde (3.4 g, 14.9 mmol) and 1-methylpiperazine (2.2 g, 22.4 mmol) were dissolved in CH3OH (50 mL), stirred at room temperature overnight. The solid was collected by filtration, washed with CH3OH (50 mL) to give 1.6 g of a yellow solid with a yield of 27.6%. MS Detection: MASS(ESI+) m/z=411.3 (M+Na)+.

The chemical industry reduces the impact on the environment during synthesis 2-Cyano-N-(4-fluorophenyl)acetamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; JENKEM TECHNOLOGY CO., LTD. (BEIJING); FENG, ZEWANG; JIA, JIANHUAN; LIU, YAN; WANG, ZHENGUO; ZHAO, XUAN; (13 pag.)US2016/272604; (2016); 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 1080-74-6 as follows. category: nitriles-buliding-blocks

To a degassed solution of intermediate 16 (75 mg, 0.06 mmol) and 3- (dicyanomethylidene)indan-l -one (87 mg, 0.45 mmol) in chloroform (1 .9 cm3) is added pyridine (0.36 cm3, 4.46 mmol) and the reaction mixture stirred at 23 C for 18 hours. Methanol (40 cm3) is added and the resulting suspension filtered and washed with methanol (3 x 10 cm3). The resulting solid is purified by column chromatography eluting with a graded solvent system (40-60 petrol:dichloromethane; 1 :1 to 2:3) to give compound 83 (63 mg, 65%) as a blue solid. 1H NMR (400 MHz CD2CI2) 8.75 (2H, s), 8.60 (2H, dd, J 7.1 , 1 1 .4), 7.84 (2H, dd, J 6.9, 1 .8), 7.63 – 7.80 (8H, m), 7.44 (2H, d, J 8.4), 7.39 (2H, d, J 4.2), 7.08 – 7.15 (8H, m), 7.04 (4H, d, J 7.6), 6.96 (4H, m), 2.49 (8H, t, J 7.6), 1 .49 (8H, t, J 4.2), 1 .09 – 1 .26 (24H, m), 0.68 – 0.76 (12H, m).

According to the analysis of related databases, 1080-74-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; MORSE, Graham; NANSON, Lana; MITCHELL, William; KROMPIEC, Michal; D’LAVARI, Mansoor; PRON, Agnieszka; (327 pag.)WO2018/65350; (2018); A1;,
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Synthetic Route of 72115-09-4, The chemical industry reduces the impact on the environment during synthesis 72115-09-4, name is 5-Amino-2-bromobenzonitrile, I believe this compound will play a more active role in future production and life.

Step-1 : Synthesis of tert-butyl (4-bromo-3-cvanophenyl)carbamate. Di-tert-butyl dicarbonate (1.14g, 4.8mmol) was added to a solution of 5-amino-2- bromobenzonitrile (0.8g, 4mmol) and DMAP (0.58g, 4.8mmol) in DCM (20mL) and the resulting reaction mixture was stirred for 8h at room temperature. After completion of reaction, the reaction mixture was diluted with ice cold water and extracted with DCM (3×50 mL). The combined organic phase was washed with brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified by 100-200 mesh silica column by eluting with 15% ethyl acetate -hexane to afford the title compound (lg, 83%). LCMS: m/z = 297.15 (M+H)+.

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, 5-Amino-2-bromobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SAMAJDAR, Susanta; PODDUTOORI, Ramulu; MUKHERJEE, Subhendu; GOSWAMI, Rajeev; (174 pag.)WO2016/142855; (2016); A2;,
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These common heterocyclic compound, 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, 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. Product Details of 501-00-8

A solution of 2-(3-fluorophenyl)acetonitrile (5.0 g, 37.0 mmol) and methyl iodide (5.06 mL, 81.4 mmol) in THF (100 mL) at 00C was added sodium bis(trimethylsilyl)amide, 1.0M solution in THF (81.4 mL, 81.4 mmol). After addition, the mixture was stirred at 00C for 45 minutes. Then, H2O (100 mL) and EtOAc (100 mL) were added and the mixture was stirred at room temperature for 15 minutes. The organic layer was collected and the aqueous was extracted with EtOAc (1 x 100 mL). The combined organic extracts were dried over MgSO4, concentrated, and dried in vacuo to give 2-(3-fluorophenyl)-2-methylpropanenitrile as orange oil which was used without purification.

The synthetic route of 2-(3-Fluorophenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2009/137404; (2009); A1;,
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Electric Literature of 94088-46-7,Some common heterocyclic compound, 94088-46-7, name is 2-Fluoro-6-methoxybenzonitrile, molecular formula is C8H6FNO, 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: Example 1 Preparation of Compound Yhhu-0967 (5-methoxy-2,4-diaminoquinazoline) [0029] 2.53 g (79.08 mmol) of methanol was dropped into 5.18 g (86.27 mmol) of 40% sodium hydride suspension in tetrahydrofuran (150 ml) at 0 C. and stirred for 10 min, followed by dropwise addition of 10.0 g (71.89 mmol) of 2,6-difluorobenzonitrile in tetrahydrofuran (100 ml). The reaction mixture as stirred at room temperature for 10 h to complete the reaction. 200 ml of water was added thereto to destroy the excess sodium hydride, and the reaction mixture was extracted with 500 ml of ethyl acetate. The organic layer was dried with anhydrous sodium sulfate and evaporated to dryness. The residue was passed through column chromatography to provide an intermediate. The intermediate and 17.41 g (143.78 mmol) of guanidine carbonate were heated to 140 C. in 300 ml of N,N-dimethylacetamide and stirred for 8 h to complete the reaction. The reaction mixture was evaporated to dryness, then diluted with 200 ml of water and extracted with 400 ml of dichloromethane. The organic layer was dried with anhydrous sodium sulfate and then evaporated to dryness. The residue was passed through column chromatography to proved 9.85 g of compound Yhhu-0967 with a total yield of 72% in the two steps). [0030] 1H NMR (300 MHz, CHLOROFORM-d) d ppm 3.97 (s, 3H) 4.83 (br. s., 2H) 5.68 (br. s., 1H) 6.53 (d, J=8.06 Hz, 1H) 7.03 (d, J=8.55 Hz, 1H) 7.45 (t, J=8.18 Hz, 2H)

The synthetic route of 94088-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES; Zuo, Jianping; Hu, Youhong; Tang, Wei; Chao, Bo; Tong, Xiankun; Li, Dewen; Ji, Feihong; He, Peilan; US2013/261139; (2013); 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. 3672-47-7, name is 3-(4-Methoxyphenyl)-3-oxopropanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 3-(4-Methoxyphenyl)-3-oxopropanenitrile

Intermediate 88A3-(4-Methoxyphenyl)-1 H-pyrazol-5-amineTo a solution of 3-(4-methoxyphenyl)-3-oxopropanenitrile (5.0 g, 28.5 mmol) in ethanol (100 mL) was added hydrazine hydrate (2.8 mL, 57.1 mmol) at room temperature. The mixture was heated to reflux for 8 h, allowed to cool and concentrated under reduced pressure to about ¼ volume (25 mL). The resulting precipitate was allowed to stir overnight at room temperature, filtered and rinsed with ethanol (2 mL). The title product was dried under vacuum. Yield 4.15 g (77%); LCMS m/z 190.1(M + H)+, . ret. time= 1.56 min.

The synthetic route of 3672-47-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE MONTREAL; BOUVIER, Michel; MARINIER, Anne; RUEL, Rejean; RENE , Patricia; CHANTIGNY, Yves; DAGNEAU, Philippe; GINGRAS, Stephane; WO2012/100342; (2012); 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. 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C12H6N2O

Under nitrogen (N2) atmosphere20 mL of chloroform (CHCl3)Compound2 mL of pyridine was added to a solution of 9-1 (0.409 g, 0.20 mmol) and Compound E (0.39 g, 2.0 mmol).After the mixed solution was refluxed under a nitrogen atmosphere for 24 hours,Extracted with dichloromethane (CH2Cl2) and washed with water. After solvent removal, methyl chloride (MC) /Recrystallize through methanol, the product is hexane,Purification was carried out by chromatography using a silica gel column using ethyl acetate and chloroform (CHCl 3) as eluent.The resulting solid was recrystallized through chloroform.Then, washed with methanol and dried under vacuum432 mg of compound 9 was obtained. (Yield 90%)

The synthetic route of 1080-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG Chem, Ltd.; Im Bo-gyu; Jang Song-rim; Choi Du-hwan; Kim Ji-hun; (40 pag.)KR2019/117086; (2019); 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. 622-75-3, name is 2,2′-(1,4-Phenylene)diacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H8N2

A mixture of 2,2′-(1,4-phenylene)diacetonitrile, 1-bromopyrrolidine- 2,5-dione (2.6 g, 14.73 mmol) benzoic peroxyanhydride (0.36 g, 1.47 mmol) in CCl4 (30 mL) was stirred at 75-80 C for 4 hours. A second reaction mixture of 2,2′-(1,4- phenylene)diacetonitrile (2.0 g, 12.81 mmol) 1-bromopyrrolidine-2,5-dione (2.279 g, 12.81 mmol) benzoic peroxyanhydride (0.310 g, 1.281 mmol) in CCl4 (30 mL) was stirred at 75- 80 C for 4 hours. The mixtures were combined, then concentrated. The residue was purified by flash chromatography (eluted by petroleum ether:ethyl acetate = 20:1 – 1:1) to afford 2-bromo-2-(4-(cyanomethyl)phenyl)acetonitrile (2.6 g, 11.1 mmol).1H NMR (400 MHz, CDCl3) delta ppm 7.32 (d, J = 8.2 Hz, 2H), 7.17 (d, J = 8.1 Hz, 2H), 5.23 (s, 1H), 3.51 (s, 2H).

According to the analysis of related databases, 622-75-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); 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. 13388-75-5, name is 2-(3,5-Dimethoxyphenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

General procedure: A 50 mL round-bottomed flask was charged with 3 (0.177 g, 1 mmol), aromatic aldehyde or substituted aromatic aldehyde (1 mmol) and 10 mL methanol with stirring, and the mixture was heated to 60 C. After 30 min, sodium methoxide (0.027 g, 0.5 mmol) was added to the mixture and keep the temperature for 4-6 h. After completion of the reaction as indicated by TLC, the reaction mixture was cooled to RT, and the precipitate was separated by filter and recrystallized from methanol to give 4a-4z and 5a-5d.

According to the analysis of related databases, 13388-75-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ma, Jun; Li, Jiajun; Tian, Yu-Shun; Bioorganic and Medicinal Chemistry Letters; vol. 27; 1; (2017); p. 81 – 85;,
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These common heterocyclic compound, 120351-94-2, name is 3-(2-Aminoethoxy)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. Application In Synthesis of 3-(2-Aminoethoxy)benzonitrile

Step 3 Synthesis of t-butyl 4-[4-[N-[2-(3-cyanophenoxy)ethyl]carbamoyl]benzenesulfonyl]piperazine-1-carboxylate: 1.41 g (3.79 mmol) of t-butyl (4-carboxybenzenesulfonyl)piperazine-1-carboxylate was stirred in dimethylformamide. 1.3 ml (9.25 mmol) of triethylamine and 0.38 ml (3.95 mmol) of ethyl chloroformate were added to the resultant mixture. After stirring for 5 minutes followed by the addition of 1.02 g (4.61 mmol) of 3-(2-aminoethoxy)benzonitrile, the temperature was elevated to room temperature and they were stirred for 2 hours. After the dilution with 1 N hydrochloric acid and extraction with ethyl acetate, the product was treated in an ordinary manner to obtain the title compound. Yield: 1.88 g (3.66 mmol) (97 %) MS (ESI, m/z) 537 (M+Na+) H-NMR (CDCl3) delta 1.40 (9H, s), 2.97 (4H, t), 3.49 (4H, t), 3.91 (2H, dd), 4.19 (2H, t), 7.03 (1H, t), 7.14 (1H, d), 7.17 (1H, s), 7.27 (1H, d), 7.38 (1H, d), 7.78 (2H, d), 7.98 (2H, d)

The synthetic route of 3-(2-Aminoethoxy)benzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ajinomoto Co., Inc.; EP976722; (2000); A1;,
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