Month: January 2021

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

These common heterocyclic compound, 21440-97-1, name is 6-Bromo-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one, 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: 21440-97-1

EXAMPLE 8 6-(4-Chloro-phenyl)-4,4-dimethyl-1,4-dihydro-benzo[d][1,3]-oxazin-2-one Prepared according to Procedure A from 6-bromo-4,4-dimethyl -1,4-dihydro-benzo[d][1,3]oxazin-2-one and 4- chlorophenyl boronic acid. White solid: mp 255-257 C.; 1H-NMR (DMSO-d6) delta10.3 (s, 1H), 7.7 (d, 2H, J=8.52 Hz), 7.55 (m, 2H), 7.5 (d, 2H, J=8.52 Hz), 6.96 (d, 1H, J=8.52 Hz), 1.7 (s, 6H); MS (ESI) m/z 288 ([M+H]+, 70%); Anal. Calc. For C16H14CINO2: C, 66.79, H, 4.90, N, 4.87. Found: C, 66.34, H, 4.76, N, 4.75

The synthetic route of 6-Bromo-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; Ligand Pharmaceuticals, Inc.; US6444668; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

227940-71-8, name is tert-Butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate, 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. HPLC of Formula: C19H28N2O2

(v) tert-Butyl 3,7-diazabicyclo[3.3.1]nonane-3-carboxylate The sub-title compound was prepared in quantitative yield according to the procedure described in step (iii) above, using tert-butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (from step (iv) above) in place of 3,7-dibenzyl-3,7-diazabicyclo[3.3.1]nonane. 13C NMR in CDCl3: delta 28.05, 28.29, 31.33, 48.35, 49.11, 51.53, 79.34, 155.16

The synthetic route of 227940-71-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6465481; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 144-80-9, These common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, 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.

EXAMPLE 1N-^S-^-METHOXYPHENYLYTHIENObeta^-DJPYRIMIDINE^- YLAMINO)PHENYLSULFONYL)ACETAMIDE1H-NMR (CDC13/CD3OD/400 MHz): 8.63 (s, IH), 7.88 (d, J = 6.8 Hz, 2H), 7.51 (d, J = 8.9 Hz, 2H), 7.42 (d, J = 8.5 Hz, 2H), 7.34 (s, IH), 7.09 (d, J = 8.9 Hz, 2H), 3.90 (s, 3H), 1.91 (s, 3H).. MS (ES+, m/z): 455.1 (M++l, 100.0).

The synthetic route of 144-80-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUPERGEN, INC.; WO2008/128072; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7150-72-3, name is tert-Butyl vinylcarbamate, molecular formula is C7H13NO2, 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: C7H13NO2

General procedure: A 25 mL round bottom flask or 20 mL glass vial with a stir bar was charged with thiol (1.2 mmol) and enecarbamate or enamide (1.0 mmol) followed by the addition of water (5 mL, 0.2M). The reactions were stirred vigorously at room temperature for 18 hours. The aqueous reaction was extracted with EtOAc (3 x 20 mL). The organic layers were collected and dried with Na2SO4, filtered and the solvent evaporated to provide the crude product. The crude product was purified by column chromatography using hexanes/EtOAc in an increasing polarity up to 1:1 mixture. The fractions containing the desired product were concentrated to provide the desired thioethers.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7150-72-3, its application will become more common.

Reference:
Article; Barman, Eliezer; Hourezadeh; Lim, Daniel; Tetrahedron Letters; vol. 60; 34; (2019);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 2618-96-4, 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. 2618-96-4, name is Dibenzenesulfonimide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In the open air, 2,4-diphenyloxazole (44 mg, 0.20 mmol),4-methyl-N-tosylbenzenesulfonamide (98 mg, 0.30 mmol, 1.5 eq),Iodobenzene diacetate (97 mg, 0.30 mmol, 1.5 eq),And 7.5 mg, 0.010 mmol, 5.0 mol%) of dichlorotris (2,2′-bipyridyl) ruthenium (II) hexahydrate [Ru (bpy) 3] Cl 2 .6 H 2 0) were charged into a test tube.The tubes were filled with nitrogen using the normal evacuate-refill cycle.1,2-Dichloroethane (DCE; 2 mL) was added to the tube,The mixture was stirred for 12 hours while irradiating the mixture with blue light at room temperature.The mixture was protected with aluminum foil.The resulting solution was filtered through a pad of silica gel, dried over Na 2 SO 4 in a column and concentrated in vacuo. Purification by chromatography on silica gel (n-hexane 100%, then n-hexane / ethyl acetate = 3: 2) gave the target compound 1a in a yield of 42% (46 mg, 0.084 mmol). It was confirmed by LCMS that the product was obtained, and the yield was calculated using an internal standard (benzyloxybenzene) by analogy from the product by NMR.

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, Dibenzenesulfonimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NAGOYA UNIVERSITY; ITAMI, KENICHIRO; MURAKAMI, KEI; ITO, ERI; KAWAKAMI, TAKAHIRO; FUKUSHIMA, TOMOHIRO; (37 pag.)JP2017/218443; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 6325-93-5, A common heterocyclic compound, 6325-93-5, name is 4-Nitrobenzenesulfonamide, molecular formula is C6H6N2O4S, 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.

General procedure: According to the Scheme 1, 4 mmol of N-(4-Sulfamoylphenyl) acetamide was treated with acetic anhydride (4 mmol) in glacial acetic acid (10 mL). The mixture was stirred at 50C for the predetermined time. The progress of the reaction was monitored by TLC analysis. After the completion of the reaction, the precipitate was collected by filtration and washed with water. The impure precipitate was dissolved in aqueous solution of sodium carbonate (50 mL, pH=8.0) and filtered. Acetic acid was gently added to the liquor dropwise to precipitate the product (pH=5.0). The precipitate was collected by filtration to afford N-(4-acetamidophenylsulfonyl)acetamide a1 as the white solid (0.97 g, 95%). The catalytic activities of different heterogeneous catalysts were determined by reactions performed in THF using a 1:1 molar ratio of sulfonamide to acetic anhydride or benzoyl chloride. In a typical route, N-(4-sulfamoylphenyl) acetamide (4 mmol) was treated with acetic anhydride (4 mmol) in the presence of catalyst (0.1 g) in THF (10 mL). After the appropriate time, the catalyst was separated with an external magnetic field, the solvent was evaporated by rotary evaporator. The precipitate was dissolved in aqueous solution of sodium carbonate (50 mL, pH=8.0) and filtered. Acetic acid was gently added to the liquor dropwise to precipitate the product (pH=5.0). The precipitate was collected by filtration and was washed with distilled water to afford N-(4-acetamidophenylsulfonyl)acetamide as the white solid (0.95 g, 93%).

The synthetic route of 6325-93-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ghasemi, Mohammad Hadi; Kowsari, Elaheh; Hosseini, Seyed Kiumars; Tetrahedron Letters; vol. 57; 3; (2016); p. 387 – 391;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics