Methyl iodide → HCID 70508978, compound

HRID 1649045Notes

Reaction equation

HRID 1649045 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][S:4][C:3]1=[N:7][C:8]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[S:9].[I:17][CH3:18]>CC(C)=O>[IH:17].[CH3:1][N:2]1[CH2:6][CH2:5][S:4][C:3]1=[N:7][C:8]([S:9][CH3:18])=[N:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 54546998N-(3-Methyl-1,3-thiazolidin-2-ylidene)-N'-phenylthiourea

Product 1

HCID 70508978HCID 70508978, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A suspension of 17.0 g (0.067 mole) of N-(3-methyl-2-thiazolidinylidene)-N'-phenylthiourea and 11.1 g (0.078 mole) of iodomethane in 350 ml of acetone is refluxed for one hour. The solution is cooled at room temperature overnight (about 16 hours) and solids are filtered off, 25.1 g (95.2%), m.p. 159.5°-161.5° C. Recrystallization from methanol-ether (1:1) gives pure methyl N-(3-methyl-2-thiazolidinylidene)-N'-phenylcarbamimidothioate hydroiodide; m.p. 163.5°-165° C.

Workup

  1. temperatureis refluxed for one hour
  2. filtrationare filtered off
  3. customRecrystallization from methanol-ether (1:1)

Sources & evidence

ORD record
ord-0ee6710d7b214a5480747b4f63ea6684
Source dataset
uspto-grants-1983_11
Patent number
US04414211

Reaction notes

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