tert-Butanol → tert-butyl N-(2-fluoro-4-nitrobenzyl)sulfamoylcarbamate

HRID 1428786ノート

反応式

HRID 1428786 の反応式
Cl[S:2]([N:5]=[C:6]=[O:7])(=[O:4])=[O:3].[C:8]([OH:12])([CH3:11])([CH3:10])[CH3:9].[F:13][C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1[CH2:23][NH2:24].C(N(CC)CC)C>ClCCl>[F:13][C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1[CH2:23][NH:24][S:2]([NH:5][C:6](=[O:7])[O:12][C:8]([CH3:11])([CH3:10])[CH3:9])(=[O:4])=[O:3]

参加物

6

反応物 4

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 70918Chlorosulfonyl isocyanateHCID 45121148(2-Fluoro-4-nitrophenyl)methanamine

生成物 1

HCID 86679394tert-butyl N-(2-fluoro-4-nitrobenzyl)sulfamoylcarbamate収率 34%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Chlorosulfonyl isocyanate (0.1 mL) and t-butanol (0.12 mL) was mixed in dichloromethane. After 10 minutes, a solution of (2-fluoro-4-nitrophenyl)methanamine (200 mg, 1.176 mmol) in dichloromethane was added at 50° C. After stirring for 30 min the mixture was cooled to room temperature and triethylamine (0.11 mL) was added. After 3 h stirring at room temperature, the mixture was extracted with ethyl acetate and washed with brine. Drying over magnesium sulfate, evaporation of the ethyl acetate and purification by column chromatography gave tert-butyl N-(2-fluoro-4-nitrobenzyl)sulfamoylcarbamate (139 mg, 34%).

後処理

  1. stirringAfter 3 h stirring at room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialDrying over magnesium sulfate, evaporation of the ethyl acetate and purification by column chromatography

出典と根拠

ORDレコード
ord-b0101d33243a426498f1c37a848bdf2c
出典データセット
uspto-grants-2015_01
特許番号
US08937092B2

反応ノート

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