Ethyl isothiocyanate → HCID 178465516, compound

HRID 1974403Notes

Reaction equation

HRID 1974403 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].[CH2:12]([N:14]=[C:15]=[S:16])[CH3:13]>C(O)C>[CH2:12]([NH:14][C:15]([NH:11][CH2:10][CH2:9][S:8][CH2:7][C:6]1[NH:5][CH:4]=[N:3][C:2]=1[CH3:1])=[S:16])[CH3:13]

Participants

4

Reactant 2

HCID 10966Ethyl isothiocyanateHCID 178433288HCID 178433288, compound

Product 1

HCID 178465516HCID 178465516, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(i) A solution of 4-methyl-5-[(2-aminoethyl)thiomethyl]-imidazole (6.9 g) and ethyl isothiocyanate (3.84 g) in ethanol was heated under reflux for 2 hours. Concentration followed by recrystallisation of the residue from aqueous ethanol gave N-ethyl-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]thiourea (9.0 g), m.p. 140°-141°.

Workup

  1. temperatureunder reflux for 2 hours
  2. concentrationConcentration
  3. customfollowed by recrystallisation of the residue from aqueous ethanol

Sources & evidence

ORD record
ord-88b59d6d40154dca9f82e126b804ec94
Source dataset
uspto-grants-1976_12
Patent number
US04000302

Reaction notes

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