Methanol → methyl N'-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]carbamimidothioate;hydroiodide

HRID 2420128Notes

Reaction equation

HRID 2420128 reaction equation
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:12]([NH2:14])=[S:13].[CH3:15][I:16].CO>CC(C)=O>[IH:16].[CH3:15][S:13][C:12](=[NH:14])[NH:11][CH2:10][CH2:9][S:8][CH2:7][C:3]1[N:4]=[CH:5][NH:6][C:2]=1[CH3:1]

Participants

5

Reactant 3

HCID 887MethanolHCID 6328Methyl iodideHCID 127186972-((4-Methyl-5-imidazolyl)methylthio)ethylthiourea

Product 1

HCID 178504045methyl N'-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]carbamimidothioate;hydroiodideYield 62.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of N-[2-((5-methyl-4-imidazolyl)methylthio)ethyl]-thiourea (2.29 g) and methyl iodide (1.56 g) in acetone (45 ml) containing methanol (5 ml) was left at room temperature for 18 hours. Concentration followed by recrystallisation from isopropyl alcohol-petroleum ether (b.p. 60/80°) gave the little compound (2.3 g) m.p. 128°-131°.

Workup

  1. concentrationConcentration
  2. customfollowed by recrystallisation from isopropyl alcohol-petroleum ether (b.p. 60/80°)

Sources & evidence

ORD record
ord-ddfc3354b3f74fbc91bf21483daffc30
Source dataset
uspto-grants-1978_08
Patent number
US04109003

Reaction notes

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