Methyl iodide → 2,3-Dimethylbenzo[d]thiazol-3-ium iodide

HRID 1266953Notes

Reaction equation

HRID 1266953 reaction equation
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[I:11][CH3:12]>>[I-:11].[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N+:6]=1[CH3:12]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 84462-Methylbenzothiazole

Product 1

HCID 4591212,3-Dimethylbenzo[d]thiazol-3-ium iodideYield 82.3%

Procedure

A solution of 2-methylbenzothiazole (5.00 g) and iodomethane (50 g) were stirred in an oil bath at 45° C. for 44 hours. After cooling to room temperature the solid was collected through filtration and the solid was washed with ethyl acetate (2×100 mL) and dried in an oven under high vacuum at 50° C. overnight. There was obtained 8.02 g (82.3% yield) of product.

Workup

  1. filtrationwas collected through filtration
  2. washthe solid was washed with ethyl acetate (2×100 mL)
  3. customdried in an oven under high vacuum at 50° C. overnight

Sources & evidence

ORD record
ord-b38d656db3cb46e9b0de15a701f40704
Source dataset
uspto-grants-2003_04
Patent number
US06551831B2

Reaction notes

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