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

HRID 1428786노트

반응식

HRID 1428786 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-b0101d33243a426498f1c37a848bdf2c
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08937092B2

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