Hydrochloric Acid → 1-[4-(chloromethyl)phenyl]-1H-imidazole hydrochloride

HRID 345523ノート

反応式

HRID 345523 の反応式
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH2:12]O)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[ClH:14].S(Cl)([Cl:17])=O>ClC(Cl)Cl>[ClH:17].[Cl:14][CH2:12][C:9]1[CH:10]=[CH:11][C:6]([N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 2776486(4-(1H-Imidazol-1-yl)phenyl)methanol

生成物 1

HCID 197946621-[4-(chloromethyl)phenyl]-1H-imidazole hydrochloride

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A stirred solution of 11.3 parts of 4-(1H-imidazol-1-yl)benzenemethanol in 375 parts of trichloromethane was acidified with gaseous hydrogen chloride at room temperature. Then there were added dropwise 10.6 parts of thionyl chloride at room temperature. Upon completion, stirring was continued first for 30 minutes at reflux and further for 30 minutes at room temperature. The reaction mixture was evaporated. The residue was taken up a few times in methylbenzene and the latter was evaporated each time. The residue was stirred for 1 hour in 2,2'-oxybispropane. The product was filtered off, washed with 2,2'-oxybispropane and dried in vacuo overnight, yielding 13.5 parts of 1-[4-(chloromethyl)phenyl]-1H-imidazole monohydrochloride (intermediate 20).

後処理

  1. customThe reaction mixture was evaporated
  2. customthe latter was evaporated each time
  3. stirringThe residue was stirred for 1 hour in 2,2'-oxybispropane
  4. filtrationThe product was filtered off
  5. washwashed with 2,2'-oxybispropane
  6. customdried in vacuo overnight

出典と根拠

ORDレコード
ord-eee5f7c4e07e45d1a42e0db4586a06a3
出典データセット
uspto-grants-1991_10
特許番号
US05057525

反応ノート

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