Dimethylformamide → 1H-Imidazole, 4,5-dichloro-1-(chloromethyl)-

HRID 1196967노트

반응식

HRID 1196967 반응식
O[CH2:2][N:3]1[C:7]([Cl:8])=[C:6]([Cl:9])[N:5]=[CH:4]1.CN(C)C=O.S(Cl)([Cl:17])=O>C(Cl)(Cl)(Cl)Cl>[Cl:17][CH2:2][N:3]1[C:7]([Cl:8])=[C:6]([Cl:9])[N:5]=[CH:4]1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 14402691(4,5-Dichloro-1H-imidazol-1-yl)methanol

생성물 1

HCID 144026921H-Imidazole, 4,5-dichloro-1-(chloromethyl)-수율 77.1%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

94 g of 1-hydroxymethyl-4,5-dichloroimidazole is dissolved in 550 ml of carbon tetrachloride. 1 ml of dimethylformamide is added, and 100.5 g of thionyl chloride is dripped in while stirring. The mixture is refluxed until no more gas evolves, after which the solvent is removed under reduced pressure and 750 ml of methylene chloride and 250 ml of water are added to the residue. While the mixture is stirred thoroughly, its pH is brought to 7.5 with 5% strength aqueous sodium hydroxide solution. The organic phase is then separated, washed with water and dried over sodium sulfate. The residue remaining after removal of the solvent is distilled at 92° to 95° C./0.1 mbar. There is obtained 80.5 g (77%) of 1-chloromethyl-4,5-dichloroimidazole; m.p.: 40°-41° C.

후처리

  1. temperatureThe mixture is refluxed until no more gas evolves
  2. customafter which the solvent is removed under reduced pressure and 750 ml of methylene chloride and 250 ml of water
  3. additionare added to the residue
  4. stirringWhile the mixture is stirred thoroughly
  5. customThe organic phase is then separated
  6. washwashed with water
  7. dry with materialdried over sodium sulfate
  8. customafter removal of the solvent
  9. distillationis distilled at 92° to 95° C./0.1 mbar

출처 및 근거

ORD 기록
ord-869a741d99074e5e9db59ddea66b88d1
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05116860

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