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

HRID 1182090노트

반응식

HRID 1182090 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-73583611340749848866c9605af5837b
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07288537B2

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