Tert-Butylamine → 4-bromo-N-tert-butyl-3-methylbenzenesulfonamide

HRID 252263노트

반응식

HRID 252263 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][C:3]=1[CH3:12].[C:13]([NH2:17])([CH3:16])([CH3:15])[CH3:14]>ClCCl.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:17][C:13]([CH3:16])([CH3:15])[CH3:14])(=[O:10])=[O:9])=[CH:4][C:3]=1[CH3:12]

참가 물질

5

반응물 2

HCID 6385Tert-ButylamineHCID 27375034-Bromo-3-methylbenzene-1-sulfonyl chloride

생성물 1

HCID 79380454-bromo-N-tert-butyl-3-methylbenzenesulfonamide수율 89.6%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a stirred, ice-cold solution of 4-bromo-3-methyl-benzenesulfonyl chloride (11 g, 40.8 mmol) and N′N-diisopropylethylamine (8.5 ml, 49 mmol, 1.2 equiv.) in dichloromethane was added dropwise tert. butylamine (5.2 ml, 49 mmol, 1.2 equiv.). After two hours at room temp., the reaction mixture was diluted with water and extracted with dichloromethane. The organic extracts were concentrated under reduced pressure, the residue stirred with n-heptane and filtered to obtain 11.2 g of the desired compound as a yellow solid. MS (ES): m/e 304.2 (M−H)

후처리

  1. extractionextracted with dichloromethane
  2. concentrationThe organic extracts were concentrated under reduced pressure
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-ae70de4a612a4384b29d889db30582eb
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868030B2

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