Tag: M.W=200-300

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;,
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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;,
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202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride, 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. name: 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride

A solution of tert-butyl [2-(methylamino)ethyl]carbamate hydrochloride (0.30 g, 0.0014 mol), 2-chloropyridine (160 mg, 0.0014 mol), and triethylamine (300 muL, 0.0021 mol) in acetonitrile (5 mL) was heated at 90 C. overnight. The mixture was diluted with methanol, and purified by RP-HPLC (pH=10) to afford the desired product. Analytical LCMS: (M+H)+=252.1

The synthetic route of 202207-79-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; US2008/39457; (2008); A1;,
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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;,
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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;,
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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;,
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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;,
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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;,
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Synthetic Route of 111300-06-2, 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. 111300-06-2, name is tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of PPh3 (1.17 g, 4.47 mmol) in anhydrous toluene (30 mL) was added di-tertbutylazodicarboxylate (DBAD) (1.03 g, 4.47 mmol) at 0 C., and the reaction mixture was stirred for 15 min, after which compound 37-6 (1.40 g, 3.19 mmol) and compound 41-5-1 (894.05 mg, 4.15 mmol) were added and the resulting mixture was stirred at 60 C. for 12 h, the starting materials disappeared. To the mixture, water (100 mL) was added, and the solution was extracted with EtOAc (100 mL¡Á3). The organic phases were combined, dried over anhydrous Na2SO4, and concentrated to give a crude product which was purified by column chromatography (PE/EtOAc=10/1) to afford compound 43-7 (2.00 g, 89.77%) as white solid. LCMS (ESI) m/z: 636 (M+1).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (trans-4-hydroxycyclohexyl)carbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hubei Bio-Pharmaceutical Industrial Technological Institute Inc.; Humanwell Healthcare (Group) Co., Ltd.; Wang, Xuehai; Wu, Chengde; Xu, Yong; Shen, Chunli; Li, Li’e; Hu, Guoping; Yue, Yang; Li, Jian; Guo, Diliang; Shi, Nengyang; Huang, Lu; Chen, Shuhui; Tu, Ronghua; Yang, Zhongwen; Zhang, Xuwen; Xiao, Qiang; Tian, Hua; Yu, Yanping; Chen, Hailiang; Sun, Wenjie; He, Zhenyu; Shen, Jie; Yang, Jing; Tang, Jing; Zhou, Wen; Yu, Jing; Zhang, Yi; Liu, Quan; (251 pag.)US2017/313683; (2017); A1;,
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Application of 1408282-26-7, A common heterocyclic compound, 1408282-26-7, name is 8-Fluoro-4,5-dihydro-1H-azepino[5,4,3-cd]indol-6(3H)-one, molecular formula is C11H9FN2O, 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.

8-Fluoro-4,5-dihydro-lH-azepino[5,4,3-cd]indol-6(3H)-one, (lOg; 49.0 mmol) is suspended at ambient temperature in 1 L reactor in 225 mL of dichloromethane/tetrahydrofuran mixture (1/3). Obtained suspension is cooled to 5C while stirring and THF solution of pyridinium tribromide is added dropwise (17.22 g; 53.9 mmol in 75 mL THF). Obtained suspension is stirred at 5C for 2 hours until conversion is complete. Water (100 mL) is added to obtain clear orange solution. Solution is concentrated under vacuum until crystallization occurs. To obtained suspension 750 mL of saturated Na2C03 is added and suspension is stirred for 1 hour at ambient temperature. Obtained crystals are filtered, washed with water (100 mL) and dried in vacuum oven at 55C for 4 hours to obtain 11.3 g of 2-bromo-8-fluoro-4,5-dihydro-lH-azepino[5,4,3-cd]indol-6(3H)-one.

The synthetic route of 1408282-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASSIA CHEMICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; SAMEC, Dijana Skalec; DOGAN, Jasna; BILJAN, Tomislav; SKUGOR, Maja Matanovic; MIHOVILOVIC, Moris; MUNDORFER, Tina; JANTON, Nikolina; TUKSAR, Mihaela; PIPERCIC, Sara Morasi; BAUS, Nea; (104 pag.)WO2018/140377; (2018); A1;,
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