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

HRID 1992343ノート

反応式

HRID 1992343 の反応式
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]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 394974-Cyanobenzenesulfonyl chlorideHCID 27742172-Bromoethylamine hydrobromide

生成物 1

HCID 43133684N-(2-bromoethyl)-4-cyanobenzenesulfonamide収率 89%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d9eb4c9c94f74ab0a127637229421b54
出典データセット
uspto-grants-2010_01
特許番号
US07648985B2

反応ノート

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