Triethylamine → N-(3-bromopropyl)-3-cyano-benzenesulfonamide

HRID 1182090ノート

反応式

HRID 1182090 の反応式
Br.[Br:2][CH2:3][CH2:4][CH2:5][NH2:6].CN(C1C=CC=CN=1)C.[C:16]([C:18]1[CH:19]=[C:20]([S:24](Cl)(=[O:26])=[O:25])[CH:21]=[CH:22][CH:23]=1)#[N:17].C(N(CC)CC)C>ClCCl>[Br:2][CH2:3][CH2:4][CH2:5][NH:6][S:24]([C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([C:16]#[N:17])[CH:19]=1)(=[O:26])=[O:25]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 787013-Bromopropylamine hydrobromideHCID 28013603-Cyanobenzene-1-sulfonyl chloride

生成物 1

HCID 43133728N-(3-bromopropyl)-3-cyano-benzenesulfonamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

A suspension of bromopropylamine hydrogen bromide (0.219 g, 1 mmol) in dichloromethane (2 ml) is treated with a solution of dimethylaminopyridine (0.004 g) in dichloromethane (0.5 ml) followed by a solution of 3-cyano-benzenesulfonyl chloride (0.2 g, 1.0 mmol) in dichloromethane (0.5 ml). Triethylamine (0.3 ml, 2.16 mmol) is added and the reaction mixture stirred at ambient temperature for 2 hours, then quenched with water and saturated aqueous NaHCO3, and extracted into dichloromethane. The organic phase is washed with aqueous 1M HCl solution and brine, dried over MgSO4 and evaporated to afford crude N-(3-bromopropyl)-3-cyano-benzenesulfonamide. (13C NMR, 100 MHz, CDCl3, 30.2, 32.6, 41.9, 114.3, 117.5, 130.7, 130.9, 131.1, 136.3, 142.1).

後処理

  1. customquenched with water and saturated aqueous NaHCO3
  2. extractionextracted into dichloromethane
  3. washThe organic phase is washed with aqueous 1M HCl solution and brine
  4. dry with materialdried over MgSO4
  5. customevaporated

出典と根拠

ORDレコード
ord-73583611340749848866c9605af5837b
出典データセット
uspto-grants-2007_10
特許番号
US07288537B2

反応ノート

読み込み中…