Triethylamine → N-(2-bromoethyl)-4-cyanobenzenesulfonamide

HRID 1992343노트

반응식

HRID 1992343 반응식
Br.[Br:2][CH2:3][CH2:4][NH2:5].C(N(CC)CC)C.[C:13]([C:15]1[CH:20]=[CH:19][C:18]([S:21](Cl)(=[O:23])=[O:22])=[CH:17][CH:16]=1)#[N:14]>ClCCl>[Br:2][CH2:3][CH2:4][NH:5][S:21]([C:18]1[CH:17]=[CH:16][C:15]([C:13]#[N:14])=[CH:20][CH:19]=1)(=[O:23])=[O:22]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 394974-Cyanobenzenesulfonyl chlorideHCID 27742172-Bromoethylamine hydrobromide

생성물 1

HCID 43133684N-(2-bromoethyl)-4-cyanobenzenesulfonamide수율 89%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To an ice cooled solution of 2-bromoethylamine hydrogenbromide (12.2 g, 0.0595 mol) in dry dichloromethane (100 mL) was added triethylamine and the mixture stirred for 15 min. 4-Cyanobenzenesulfonyl chloride (10 g, 0.0486 mol) in dichloromethane was added, dropwise. Stirring was continued at RT for 1 h. The reaction mixture was diluted with dichloromethane, washed with water, followed by brine, then dried over sodium sulfate. Solvents were evaporated and the residue crystallized from petroleum ether to give 12.5 g of the sub-title compound as a pale yellow solid.

후처리

  1. stirringStirring
  2. waitwas continued at RT for 1 h
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customSolvents were evaporated
  6. customthe residue crystallized from petroleum ether

출처 및 근거

ORD 기록
ord-d9eb4c9c94f74ab0a127637229421b54
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07648985B2

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