Thionyl Chloride → HCID 20079581, compound

HRID 1654171Notes

Reaction equation

HRID 1654171 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][C:7]1[N:8]([CH2:12][C:13]([F:18])([F:17])[CH:14]([F:16])[F:15])[CH:9]=[CH:10][N:11]=1>>[ClH:3].[Cl:3][CH2:6][C:7]1[N:8]([CH2:12][C:13]([F:18])([F:17])[CH:14]([F:16])[F:15])[CH:9]=[CH:10][N:11]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 20079583HCID 20079583, compound

Product 1

HCID 20079581HCID 20079581, compound

Procedure

To thionyl chloride (7.0 ml) was gradually added 2-hydroxymethyl-1-(2,2,3,3-tetrafluoropropyl)imidazole (0.70 g) at 0° C., and the mixture was refluxed for 45 minutes. The reaction mixture was concentrated under reduced pressure, to which was added diethyl ether, then precipitating crystals were collected by filtration. The crystals were dissolved in ethanol, followed by recrystallization from diethyl ether to give 2-chloromethyl-1-(2,2,3,3-tetrafluoropropyl)imidazole hydrochloride (0.90 g) as colorless needles, m.p. 104°-107° C.

Workup

  1. customat 0° C.
  2. temperaturethe mixture was refluxed for 45 minutes
  3. concentrationThe reaction mixture was concentrated under reduced pressure, to which
  4. additionwas added diethyl ether
  5. customprecipitating crystals
  6. filtrationwere collected by filtration
  7. dissolutionThe crystals were dissolved in ethanol
  8. customfollowed by recrystallization from diethyl ether

Sources & evidence

ORD record
ord-9e9db3451c1347728e0e1bbc64ad575e
Source dataset
uspto-grants-1995_04
Patent number
US05405861

Reaction notes

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