Author: Jessica.F

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,1,1-Trifluoro-N-phenylmethanesulfonamide

A solution of 6-piperidin-1-ylmethyl-pyridin-3-ol (0.225 g, 1.17 mmol), N-phenyltriflouromethanesulfonamide (0.50 g, 1.41 mmol), and TEA (0.50 mL, 3.50 mmol) in DCM (20 mL) was heated at reflux for 18 h. The solvent was removed and chromatography of the residue (SiO2: 0-3% 2 M NH3 in MeOH/DCM) gave the title compound as a solid (0.036 g, 95%).

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; Carruthers, Nicholas I.; Shah, Chandravadan R.; Swanson, Devin M.; US2005/222151; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

192436-83-2, name is 4-Bromo-N-methoxy-N-methylbenzamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C9H10BrNO2

To a stirred solution of 2-fluoro-4-bromoanisole (3.03 g, 14.8 mmol) in anhydrous THF (100 mL) was added n-butyllithium (1.6 M in hexanes, 10.2 mL, 16.3 mol) dropwise at-78 C. The reaction mixture was stirred for 1 h and 80 (4.02 g, 16.3 mmol) dissolved in THF (20 mL) was added dropwise. The reaction mixture was warmed to-20 C over 1 h, water (100 mL) was added, and the volatiles were removed under reduced pressure. The mixture was extracted with ether (3 x 100 mL) and the combined extracts were washed with water (100 mL) and brine (100 mL). The mixture was dried over MgS04 and concentrated. The residue was chromatographed on silica gel (20: 1 to 5: 1 hexanes: EtOAc) to afford 2.35 g (51%) of 81 as a white crystalline SOLID. H NMR (400 MHz, CDCI3) : 8 3.97 (s, 3H), 7.01 (t, J = 8.4 Hz, 1 H), 7.55-7. 62 (m, 6H).

The synthetic route of 192436-83-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/12220; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide, 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 830-43-3, SDS of cas: 830-43-3

Step b N-[(1-Oxo-2-oxo-2-chloro)ethyl]-4-(trifluoromethyl)benzenesulfonamide Combine 4-(trifluoromethyl)benzenesulfonamide (1.44g, 6.4mmol) and oxalyl chloride (15mL) and reflux for 9 hours. Evaporate the excess oxalyl chloride in vacuo 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-(Trifluoromethyl)benzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merrell Pharmaceuticals Inc.; US5606063; (1997); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 533-17-5, name is N-(2-chlorophenyl)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 533-17-5, Formula: C8H8ClNO

General procedure: A mixture of N-phenylacetamide(2a, 135 mg, 1.0 mmol), iodine (254 mg, 1 mmol), TBHP (387 mg, 3.0 mmol, 70% in water) and toluene (2.0 mL) was added successively in a round-bottom flask, and the resulting soln. stirred for 24 h at 80 C. The mixture was then subjected to purification by preparative thin-layer chromatography (PE-EtOAc, 10:3) to afford product 3aa.

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, N-(2-chlorophenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Conference Paper; Chen, Cui; Liu, Weibing; Zhou, Peng; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2250 – 2255;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 518057-72-2, 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 518057-72-2 as follows.

To 5-amino-2-fluoro-benzamide (37 mg, 0.24 mmol) and diisopropylethylamine (124 mu, 0.71 mmol) in dichloromethane (390 mu) cooled at 0 C was added dropwise a solution of 2-fluoro-6-(4- fluorophenoxy)-3-(trifluoromethyl)benzoyl chloride (80 mg, 0.24 mmol) in dichloromethane (390 mu). The reaction was stirred at room temperature for 1 hour. The solvent was evaporated and the residue was partitioned between water and ethyl acetate. The organic phase was concentrated to dryness. The residue was dissolved in 1ml of DMSO and purified by reverse phase HPLC to afford N-(3 -carbamoyl -4-fluoro- phenyl)-2-fluoro-6-(4-fluorophenoxy)-3-(trifluoromethyl)benzamide (25.5 mg, 24%). ESI-MS m/z calc. 454.08, found 455.1 (M+l)+; retention time (Method B): 1.63 minutes (3 minute run). l NMR (400 MHz, DMSO-d6) delta 11.05 (s, 1H), 7.98 (dd, J = 6.4, 2.8 Hz, 1H), 7.89 – 7.74 (m, 3H), 7.71 (s, 1H), 7.40 – 7.25 (m, 5H), 6.79 (d, J = 8.9 Hz, 1H) ppm.

According to the analysis of related databases, 518057-72-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; CAMP, Joanne, Louise; FANNING, Lev Tyler, Dewey; HADIDA RUAH, Sara, Sabina; HURLEY, Dennis; SCHMIDT, Yvonne; SHAW, David; SHETH, Urvi, Jagdishbhai; THOMSON, Stephen, Andrew; (691 pag.)WO2019/14352; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1118-69-0, name is N-Isopropylacetamide, A new synthetic method of this compound is introduced below., Safety of N-Isopropylacetamide

Under nitrogen atmosphere, add 1 -(4-amidogen-2, 6-difluoro-phenyl)-3-N,N-dimethylammonium-2-fluoro-2-acrylketone (IV) (2.5 g, 10 mmol), N-isopropyl acetamide (2.0 g, 20 mmol), phosphorus trichloride (2.0 g, 13 mmol) and methylbenzene 50 mE, 0-5 C., and add triethylamine (2.0 g, 20 mmol) while stirring, and then, raise the temperature to 105-115 C. and conduct stirring operations for 3-5 hours. Reduce the pressure and recycle the solvent, and dissolve the leftovers with dichlormethane 100 mE, and wash with saturated sodium bicarbonate and water, and use anhydrous sodium sulfate for drying and concentration, and obtain yellow solid N-[2,6-difluoro-4-(3-N,N-dimethylam- monium-2-fluoro-2-acrylketone- 1 -yl)phenyl] -N?-isopropylethanamidine (V) 2.8 g, the yield rate is 85.6%; mass spectrum (El): mlz 328 (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; SUZHOU MIRACPHARMA TECHNOLOGY CO., LTD.; Xu, Xuenong; (9 pag.)US2017/305884; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 138-41-0, 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. 138-41-0, name is Carzenide, This compound has unique chemical properties. The synthetic route is as follows.

. To a stirred suspension of 4- [SULFAMOYL-BENZOIC] acid (25.0 g, 0.124 mol) in 4: 1 CH2CI2/MeOH at rt was added 1.0 M TMSCHN2 in hexane (175 mL), and the reaction mixture was allowed to stir for 2 h. The mixture was diluted with 1 N [NAOH] (100 mL) and CH2CI2 (150 mL), and the layers were separated. The organic layer was dried over [NA2SO4,] then filtered, and the solvent was removed under reduced pressure to afford the desired ester (25.2 g, 95%), which was used without further purification. 1H NMR (400 MHz, DMSO-d6) : 8.14 (d, J = 8.1 Hz, 2H), 7.96 (d, J = 8.1 Hz, 2H), 7.58 (s, 2H), 3.90 (s, 3H).

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

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2004/7463; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6228-73-5, name is Cyclopropanecarboxamide, 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 6228-73-5, COA of Formula: C4H7NO

Step 4: N-(2-(5-fluoro-2-methylphenyl)-4-methyl-l,7-naphthyridin-6-yl)cyclopropanecarboxamideTo a mixture of 6-chloro-2-(5-fluoro-2-methylphenyl)-4-methyl-l,7-naphthyridine (140.1 mg, 0.4886 mmol ) and cyclopropanecarboxamide (85.9 mg, 1.01 mmol ) in 1,4-dioxane (4.0 niL. 51 mmol ) was added palladium ( II ) acetate (1 1.9 mg. 0.053 mmol ). 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (38.8 mg. 0.067 mmol ), and cesium carbonate (4 1 7.3 mg. 1 .2 1 mmol ). The reaction vial was purged with nitrogen gas and then heated at 90 C under a nitrogen balloon for 5 hours. Cyclopropanecarboxamide (38.0 mg, 0.447 mmol ), palladium ( I I) acetate (32.0 mg, 0.143 mmol ). and4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (78.9 mg, 0.136 mmol ) were added and the reaction heated at 100 C for 15 hours. The reaction mixture was then diluted in ethyl acetate, washed with water and brine, dried over MgS04, and evaporated in vacuo. The crude product was purified via reverse phase HPLC and lyophiiized to yield 0.1227 g (78%) ofN-(2-(5-fluoro-2-methylphenyl)-4-methyl-l,7-naphthyridin-6-yl)cyclopropanecarboxamide. LCMS (ESI): Rr (min) = 5.239, M +H = 336.1, method = E; Iota N R (400 MHz, DMSO) delta 1 1.12 (s, 1H), 9.21 (s, 1H), 8.65 (s, I I I ). 7.79 (s, I I I). 7.38 (m, 3.6H), 7.23 (td, J = 8.5, 2.8 Hz, I I I). 2.66 (s, 31 1). 2.37 (s, 31 1 ). 2. 1 I (s,1H), 0.93 – 0.81 (m, 4H).

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GAZZARD, Lewis J.; HANAN, Emily; KINTZ, Samuel; LYSSIKATOS, Joseph P.; PURKEY, Hans Edward; WO2012/80284; (2012); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 40545-33-3, 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. 40545-33-3, name is 2-Amino-5-methylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 14 N-(1,4-Dihydro-6-methyl-4-oxo-2-quinazolinyl)-4-methylbenzamide To a stirred mixture of 3 g of 2-amino-5-methylbenzamide and 200 ml of ether was added dropwise, a solution of 3.7 g of 4-methylbenzoyl isothiocyanate in 100 ml of ether over 30 minutes. After 24 hours the solid was collected, giving 6 g of N-[[[2-(aminocarbonyl)-4-methylphenyl]amino]thioxomethyl]-4-methylbenzamide.

The synthetic route of 2-Amino-5-methylbenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US5084457; (1992); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 24243-71-8, name is Propane-1-sulfonamide, 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. Quality Control of Propane-1-sulfonamide

General procedure: Standard Procedure C for the Preparation of Thiazolidinyl Sulfonamides (0053) To a solution of 4-[2-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-3-methylbenzoic acid in CH2Cl2 was added 4-(dimethylamino)pyridine (DMAP), sulfonamide, and N-ethyl-N?-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDCI ? HCl) at room temperature. After the reaction mixture was stirred for 16 h-20 h, it was diluted with CH2Cl2 and washed with 2 N HCl(aq) and brine. The organic layer was dried over MgSO4(s), filtered, and concentrated. The residue was purified to give the desired products. Step 2. 4-[2-(4-Fluorophenyl)-4-oxo-1, 3-thiazolidin-3-yl]-3-methyl-N-(propylsulfonyl)benzamide Following standard procedure C, 4-[2-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-3-methylbenzoic acid (71.2 mg, 0.215 mmol), DMAP (65.7 mg, 0.538 mmol), EDCI ¡¤ HCl (82.4 mg, 0.430 mmol), 1-propanesulfonamide (35.4 mg, 0.258 mmol), and CH2Cl2 (4.0 mL) were used to carry out the reaction. After the reaction was stirred for 18 h and work-up, the residue was purified by column chromatography (5% MeOH in CH2Cl2) to give 4-[2-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-3-yl]-3-methyl-N-(propylsulfonyl)-benzamide (54.8 mg, 58%) as a beige solid. 1H NMR (CDCl3, 300 MHz) delta 9.01 (br s, 1H), 7.61-7.45 (br, 2H), 7.33-7.28 (m, 2H), 6.95 (br t, 2H), 5.97 (br s, 1H), 4.00 (s, 2H), 3.49-3.44 (m, 2H), 2.17 (br s, 3H), 1.86 (sextet, 2H), 1.09 (t, 3H); LC-MS (ESI) m/z 437.2 [M+H]+.

The synthetic route of Propane-1-sulfonamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National Health Research Institutes; Ueng, Shau-Hua; Yeh, Shiu-Hwa; Lin, Shu-Yu; Shih, Chuan; (329 pag.)US2017/253569; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics