Methyl iodide → HCID 178484955, compound

HRID 839001Notes

Reaction equation

HRID 839001 reaction equation
[CH3:1][NH:2][C:3]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[S:11][CH:12]=[CH:13][N:14]=1)=[S:4].[IH:15].[CH3:16]I>CO>[IH:15].[IH:15].[CH3:1][NH:2][C:3](=[N:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[S:11][CH:12]=[CH:13][N:14]=1)[S:4][CH3:16]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24841Hydrogen iodide2×HCID 20466711HCID 20466711, compound

Product 1

HCID 178484955HCID 178484955, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-Methyl-N'-[4-(2-thiazolyl)butyl]thiourea was converted into its hydriodide salt with 66% hydriodic acid. This salt was dissolved in methanol, methyl iodide added and the solution heated under reflux for 2 hours. Concentration and crystallisation of the resultant oil gave N,S-dimethyl-N'-[4-(2-thiazolyl)butyl]isothiourea dihydriodide. Reaction of this isothiourea with hydroxylamine by the procedure of Example 1(ii) gave the title product.

Workup

  1. temperaturethe solution heated
  2. temperatureunder reflux for 2 hours
  3. concentrationConcentration and crystallisation of the resultant oil

Sources & evidence

ORD record
ord-1d68426f253f4996a5cf4f8cdedb60b6
Source dataset
uspto-grants-1978_06
Patent number
US04093729

Reaction notes

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