Thionyl Chloride → 1-Benzyl-4-chloro-5-(chloromethyl)-2(4-nitrophenyl)-imidazole

HRID 896946노트

반응식

HRID 896946 반응식
S(Cl)([Cl:3])=O.[CH2:5]([N:12]1[C:16]([CH2:17]O)=[C:15]([Cl:19])[N:14]=[C:13]1[C:20]1[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(Cl)(Cl)Cl>[CH2:5]([N:12]1[C:16]([CH2:17][Cl:3])=[C:15]([Cl:19])[N:14]=[C:13]1[C:20]1[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 15088539(1-benzyl-4-chloro-2-(4-nitrophenyl)-1H-imidazol-5-yl)methanol

생성물 1

HCID 223457251-Benzyl-4-chloro-5-(chloromethyl)-2(4-nitrophenyl)-imidazole

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Thionyl chloride (0.90 ml, 1.48 g, 12.4 mmol) was added dropwise to a stirred suspension of 1-benzyl-4-chloro-5-(hydroxymethyl)-2(4-nitrophenyl)imidazole (18.5 g, 5.4 mmole) in chloroform (15 ml) at room temperature. The brown solution was stirred for 2.5 hours then evaporated to dryness. Toluene (12 ml) was added to the residue and evaporated to dryness. The residue was dissolved in chloroform (20 ml) and used in the next step for introduction of the cyano functional group.

후처리

  1. customthen evaporated to dryness
  2. additionToluene (12 ml) was added to the residue
  3. customevaporated to dryness
  4. dissolutionThe residue was dissolved in chloroform (20 ml)

출처 및 근거

ORD 기록
ord-aea224c8f7c4441386cb5c1a4fd77751
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06921525B2

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