Tag: M.W=200-300

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 185693-02-1 as follows. Safety of tert-Butyl hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate

To R20 (6.0 g, 28.26 mmol) in dichioromethane (200 mL) are added R21 (3.16 mL, 31.09 mmol) and acetic acid (1.62 mL, 28.26 mmol) and stirred for 1 h at r.t.. Sodiumtriacetoxyborohydride (9.46 g, 42.40 mmol) is added and stirred overnight at r.t.. The reaction mixture is diluted with dichloromethane and saturated sodium hydrogencarbonate solution. The organic layer is dried and concentrated in vacuo.Yield 100% m/z 303 [M+H]+, rt 1.34 mi LC-MS Method VOll SOl.

According to the analysis of related databases, 185693-02-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; ANDERSKEWITZ, Ralf; BIXENMANN, Achim; GRUNDL, Marc; HAEBEL, Peter Wilhelm; PAUTSCH, Alexander; (80 pag.)WO2016/16242; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 120157-96-2, 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. 120157-96-2, name is Methyl 4-(((tert-butoxycarbonyl)amino)methyl)benzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a cold suspension of LiAlH4 (60 mg, 1.5 mmol) in ether (5 mL) at -78 C. was added dropwise a solution of methyl 4-(N-t-Boc-aminomethyl)benzoate (0.8 g, 3 mmol) in ether (5 mL) and the contents were allowed to warm-up to ambient temp. After 3 h, further amount of LiAlH4 (100 mg) was added and the reaction was continued at room temp for further 10 min. Excess LiAlH4 was destroyed with EtOAc followed by saturated ammonium chloride (1.0 mL), The solid precipitated was filtered and washed with ether. The filtrate was evaporated to give 4-(N-t-Boc-aminomethyl)benzyl alcohol (250 mg, 35%).

The chemical industry reduces the impact on the environment during synthesis Methyl 4-(((tert-butoxycarbonyl)amino)methyl)benzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Eli Lilly and Company; Wayne State University; University of Hawaii; US6680311; (2004); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 6292-59-7,Some common heterocyclic compound, 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, molecular formula is C10H15NO2S, 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: 2.2 General procedure: 4-methyl-N-phenylbenzenesulfonamide (3a) A 25 mL oven-dried reaction vessel was charged with Pd(TFA)2 (2.3 mg, 0.01 mmol), 1,10-phenanthroline (3.6 mg, 0.02 mmol), p-toluene sulfonamide (1a, 34.2 mg, 0.2 mmol), cyclohexanone (2a, 32 muL, 0.3 mmol). The reaction vessel was flushed with oxygen three times and then sealed. Toluene (0.7 mL) was added by syringe and the resulting solution was stirred at 140 ¡ãC for 40 h. After cooling to room temperature, the volatiles were removed under vacuum and the residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 4:1) to give the corresponding product 3a (39.9 mg) as white solid in 81percent yield.

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

Reference:
Article; Cao, Xiangxiang; Bai, Yang; Xie, Yanjun; Deng, Guo-Jun; Journal of Molecular Catalysis A: Chemical; vol. 383-384; (2014); p. 94 – 100;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 123664-84-6, 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 123664-84-6 as follows.

(1) In 100 ml of anhydrous methylene chloride were dissolved 10 g of 3-methylsulfonylamino-4-phenoxyanisole and 2.81 g of acetyl chloride. Thereto was added 9.1 g of aluminum chloride in 5 minutes with ice-cooling. The mixture was stirred for 1 hour at 20-25 C. The reaction mixture was introduced into 100 ml of ice water. The resulting organic layer was separated, washed with water and a saturated aqueous sodium chloride solution in this order, and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was recrystallized from isopropyl alcohol to obtain 9.83 g (yield: 86%) of methyl 4-methylsulfonylamino-2-methoxy-5-phenoxyphenyl ketone having a melting point of 108.5-110 C. IR (KBr) cm-1: 3300, 1640, 1600, 1490, 1330, 1210, 1155

According to the analysis of related databases, 123664-84-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Toyama Chemical Company, Ltd.; US4954518; (1990); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 35303-76-5, The chemical industry reduces the impact on the environment during synthesis 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, I believe this compound will play a more active role in future production and life.

A THF solution (20 ml) of 4- (4-isocyanatobutyl) benzene (1.71 mmol) and 4- (2-aminoethyl) benzenesulfonamide (20 ml) was stirred at 40-45 ¡ã C for 24 hours. The next day, the completion of the reaction was confirmed by TLC. The solvent was distilled off and ammonium chloride (100 ml), water (50 ml) and ethyl acetate (100 ml) were added to the remaining residue. The organic layer was treated with brine and dried over sodium sulfate. The solvent was distilled off and the resulting concentrate was adsorbed onto silica gel using methylene chloride. The mixture was purified by column chromatography using ethyl acetate in hexane to give the title compound.

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-(2-Aminoethyl)benzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Industry & Academic Cooperation in Chungnam National University (IAC); Jung, Sang-Hun; Woo, Sun-Hee; Kim, Sang- Kyum; Jeon, Eun-Seok; Lee, Yu-Jung; Meunikam, Manoj; Jalani, Hiteshkumar; Sharma, Niti; (205 pag.)KR2016/108281; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 153248-46-5, name is [1-[(Boc-amino)methyl]cyclopropyl]methanol, molecular formula is C10H19NO3, 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. Formula: C10H19NO3

To a solution of PPh3 (244 mg, 0.90 mmol) in anhydrous tetrahydrofuran (10 mL) was added DIAD (188 mg, 0.90 mmol) by syringe at 05 C, followed by a solution of tert-butyl (1 -(hydroxymethyl)cyclopropyl)methylcarbamate (110-13) (178 mg, 0.90 mmol) in anhydrous tetrahydrofuran (5 mL). The resulting mixture was poured into a solution of compound 308-7 (100 mg, 0.30 mmol) in anhydrous tetrahydrofuran (5 mL) at ambient temperature and stirred for 10 mm. The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and evaporated in vacuo. The crude product was purified by column chromatography (dichloromethane/ethyl acetate: 5/1) to afford the title compound 309-17 as a yellow solid (100 mg, crude). LCMS: 522.3 [M+1] .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 153248-46-5, its application will become more common.

Reference:
Patent; PHARMAENGINE, INC.; CAI, Xiong; QIAN, Changgeng; WANG, Yanong Daniel; (98 pag.)WO2017/132928; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 636-76-0, These common heterocyclic compound, 636-76-0, name is 3-Sulfamoylbenzoic acid, 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.

3-sulfamoylbenzoic acid (150mg, 0.746 mmol) was refluxed in the presence of concentrated Sulfuric acid (4.82 mg, 0.037 mmol) in methanol (5 ml_) at 70 C for overnight. Reaction was monitored by TLC. After completion of the reaction, Solvent was removed by vacuum and then compound was purified by flash chromatography afforded the methyl 3-sulfamoylbenzoate (1 15 mg, 0.524 mmol, 70.2 % yield) as a solid. 1 H NMR (CDCI3, 400 MHz): delta 8.53 (m, 1 H), 8.18 (d, 1 H, J = 8.0 Hz), 8.08 (d, 1 H, J = 7.6 Hz), 7.57 (t, 1 H, J = 8.0 Hz), 3.92 (s, 3H). Mass [M+H]+ :216.0

Statistics shows that 3-Sulfamoylbenzoic acid is playing an increasingly important role. we look forward to future research findings about 636-76-0.

Reference:
Patent; UNIVERSITY OF UTAH RESEARCH FOUNDATION; VANKAYALAPATI, Hariprasad; SORNA, Venkataswamy; WARNER, Steve, L.; BEARSS, David, J.; SHARMA, Sunil; STEPHENS, Bret; WO2013/25805; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 830-43-3, These common heterocyclic compound, 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide, 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.

In the same manner as in Example 158, 0.390 g of 1-(2-chlorobenzyl)-2-methyl-6-[4-(trifluoromethyl)benzenesulfonylcarbamoyl]benzimidazole (221) were formed from 0.45 g of 6-carboxy-1-(2-chlorobenzyl)-2-methylbenzimidazole, 0.486 g of N,N’-carbonyldiimidazole, 0.676 g of 4-(trifluoromethyl)benzenesulfonamide and 0.457 g of diazabicycloundecene. Properties of Compound (221): 1H-NMR(DMSO-d6, delta): 2.52(3H, s), 5.62(2H, s), 6.47(1H, d, J=7.2 Hz), 7.22(1H, t, J=7.5 Hz), 7.34(1H, t), 7.56(1H, d, H=8.0 Hz), 7.66(1H, d, 8.5 Hz), 7.78(1H, d), 7.97(2H, d, J=8.3 Hz), 8.06(1H, s), 8.15(2H, d, J=8.3 Hz). IR(KBr): 1620 cm-1. Mass(FAB): m/e 508(M+1). mp: 288.0-292.0 C.

Statistics shows that 4-(Trifluoromethyl)benzenesulfonamide is playing an increasingly important role. we look forward to future research findings about 830-43-3.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6352985; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 25625-57-4, name is 2-Bromo-N-(3-(trifluoromethyl)phenyl)acetamide, belongs to amides-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 25625-57-4, Formula: C9H7BrF3NO

Tert-butyl 2-AMINOETHYLCARBAMATE (0.32 g, 2 mmol) was dissolved in dichloromethane with DIEA (0.6 mL, 3.4 mmol). To this solution, 2-BROMO-N- (3- (TRIFLUOROMETHYL)- phenyl) acetamide was added and the reaction mixture stirred for 6 hours at room temperature. The reaction mixture was concentrated to an oil and purified by column chromatography (eluent: ETOAC) to give the product 0.37 g, 1.02 mmol, 50% YIELD.1H NMR (500 MHz, CDCl3) 5 9.39 (s, 1H), 7.82 (s, 1H), 7.78 (d, J = 7.8 Hz, 1H), 7.37 (t, J = 7.9 Hz, 1H), 7.28 (d, J = 7.8 Hz, 1H), 4.68 (s, 1H), 3.36 (s, 2H), 3.22 (dd, J = 11. 2,5. 5 Hz, 2H), 2.74 (t, J= 5. 7 HZ, 2H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2005/19190; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 94838-59-2, A common heterocyclic compound, 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, molecular formula is C13H20N2O2, 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 a solution of tert-butyl 2-(4-aminophenyl)ethylcarbamate (200 mg, 0.85 mmol) in Toluene (2 mL) was added N,N-dimethylformamide azine (120 mg, 0.85 mmol, prepared by the method described in Bioorg. Med. Chem. Letters, 6(15): 1825-1830, 1996) and TsOH.H2O (16 mg, 0.08 mmol). Resulting solution was heated to reflux and stirred overnight. Reaction mixture was cooled, concentrated in vacuo, and subjected to silica gel chromatography eluting with 2%-5% MeOH in CH2Cl2 to give 250 mg (100%) tert-butyl 2-[4-(4H-1,2,4-triazol-4-yl)phenyl]ethyl-carbamate. LCMS (ES) 289.3 m/z (M+H)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Su, Dai-Shi; Bock, Mark G.; US2005/20591; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics