Methyl iodide → 1H-Benzimidazole, 2-(methylthio)-6-(trifluoromethyl)-

HRID 2418249Notes

Reaction equation

HRID 2418249 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:12]=[CH:11][C:6]2[N:7]=[C:8]([SH:10])[NH:9][C:5]=2[CH:4]=1.[CH3:15]I>C(O)C>[F:14][C:2]([F:13])([F:1])[C:3]1[CH:12]=[CH:11][C:6]2[N:7]=[C:8]([S:10][CH3:15])[NH:9][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 178506086HCID 178506086, compound

Product 1

HCID 204460571H-Benzimidazole, 2-(methylthio)-6-(trifluoromethyl)-Yield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 20.0 g (0.092 mole) of 5-trifluoromethyl-2-mercaptobenzimidazole and 13.1 g (0.092 mole) of methyl iodide in 200 ml of ethanol is heated to the boil for three hours. The solvent is stripped off in vacuo and the residue is recrystallized from acetonitrile. 17.5 g (82%) of 5-trifluoromethyl-2-methylthio-benzimidazole of m.p. 145°-146° C. are obtained.

Workup

  1. temperatureis heated to the boil for three hours
  2. customthe residue is recrystallized from acetonitrile

Sources & evidence

ORD record
ord-97133253c5c3462fb51c3012f662c314
Source dataset
uspto-grants-1984_09
Patent number
US04472409

Reaction notes

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