Thionyl Chloride → 1-benzyl-2-(chloromethyl)-1H-imidazole

HRID 1253030

반응식

HRID 1253030 반응식
[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[CH2:13]O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:17])=O>>[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[CH2:13][Cl:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

3

반응물 2

HCID 24386Thionyl ChlorideHCID 311778(1-benzyl-1H-imidazol-2-yl)methanol

생성물 1

HCID 7367921-benzyl-2-(chloromethyl)-1H-imidazole수율 93.5%

실험 절차

A mixture of 10 gm (45 mmole) of N-benzyl-2-hydroxymethylimidazole and 11 gm (92 mmole) of thionyl chloride was stirred at room temperature for 30 minutes before it was heated to reflux for 30 minutes. The excess thionyl chloride was removed under reduced pressure. The resultant residue (10 gm crude) was crystallized from ethanol/ether to obtain 8.7 gm of N-benzyl-2-chloromethylimidazole, m.p. 180°-182° C.

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 30 minutes
  3. customThe excess thionyl chloride was removed under reduced pressure
  4. customThe resultant residue (10 gm crude) was crystallized from ethanol/ether

출처 및 근거

ORD 기록
ord-39fad1f746cd4c8a807fe30658bab454
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04746669

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