Methyl iodide → 5-Chloro-N-methyl-N-phenyl-1,3-benzodithiol-2-iminium iodide

HRID 2419123Notes

Reaction equation

HRID 2419123 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]2[S:6][C:7](=[N:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[S:8][C:4]=2[CH:3]=1.[CH3:18][I:19]>C1C=CC=CC=1>[I-:19].[Cl:1][C:2]1[CH:17]=[CH:16][C:5]2[S:6][C:7](=[N+:9]([CH3:18])[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[S:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 203138485-Chloro-N-phenyl-1,3-benzodithiol-2-imine

Product 1

HCID 203138445-Chloro-N-methyl-N-phenyl-1,3-benzodithiol-2-iminium iodide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 5-chloro-N-phenyl-1,3-benzodithiol-2-imine (6.0g) and methyl iodide (50 ml, excess) in 200 ml of dry benzene is heated at 50° C for 72 hours. The reaction mixture is filtered and the resultant solid is washed several times with pentane. The solid product is recrystallized from n-amyl alcohol to yield 4.0g of the title compound, melting point 205°-207° C.

Workup

  1. filtrationThe reaction mixture is filtered
  2. washthe resultant solid is washed several times with pentane
  3. customThe solid product is recrystallized from n-amyl alcohol

Sources & evidence

ORD record
ord-ef0535fa0d574d408b140373bce87223
Source dataset
uspto-grants-1978_08
Patent number
US04104467

Reaction notes

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