Diethyl Ether → HCID 86757782, compound

HRID 1699599Notes

Reaction equation

HRID 1699599 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][C:3]1=[S:11].[I:12]C.[CH2:14](OCC)C>C(O)C>[I-:12].[CH3:14][S:11][CH:3]1[N:2]([CH3:1])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 752642(3H)-Benzothiazolethione, 3-methyl-

Product 1

HCID 86757782HCID 86757782, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.0 g (11 mmol) of 3-methylbenzothiazole-2-thione and 3.5 mL (55 mmol) of iodomethane were refluxed in 50 mL of absolute ethanol for 4 hours. Diethyl ether was added to the cooled mixture to precipitate the product. Recrystallization from ethanol:diethyl ether gave 3.2 g (90%) of pure 2-methylmercapto-3-methylbenzothiazole iodide.

Workup

  1. customto precipitate the product
  2. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-5d9e8b5116424132adb820628890fb73
Source dataset
uspto-grants-2002_02
Patent number
US06348317B1

Reaction notes

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