2-Methyl-2-thiopseudourea sulfate → HCID 178433319, compound

HRID 1974335Notes

Reaction equation

HRID 1974335 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH2:11].[S:12]([OH:16])([OH:15])(=[O:14])=[O:13].CS[C:19](=[NH:21])[NH2:20]>O>[S:12]([OH:16])([OH:15])(=[O:14])=[O:13].[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][N:11]=[C:19]([NH2:21])[NH2:20]

Participants

4

Reactant 2

HCID 752702-Methyl-2-thiopseudourea sulfateHCID 178433288HCID 178433288, compound

Product 1

HCID 178433319HCID 178433319, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 4-methyl-5-((2-aminoethyl)thiomethyl)imidazole (19.0 g.) and S-methylisothiourea sulphate (15.1 g.) in water (100 ml.) was heated under reflux for 3 hours. Concentration, acidification with sulphuric acid and dilution with ethanol afforded 2-[((4-methyl-5-imidazolyl)methylthio)ethyl]guanidine sulphate (13.0 g.) m.p. 230°-235° (from aqueous methanol).

Workup

  1. temperatureunder reflux for 3 hours
  2. concentrationConcentration, acidification with sulphuric acid and dilution with ethanol

Sources & evidence

ORD record
ord-56ba5688f0e84c63987131755d20f2c5
Source dataset
uspto-grants-1976_12
Patent number
US04000296

Reaction notes

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