Methyl Isocyanate → HCID 178485940, compound

HRID 26825

Reaction equation

HRID 26825 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].[CH3:12][N:13]=[C:14]=[O:15]>C(#N)C>[CH3:12][NH:13][C:14]([NH:11][CH2:10][CH2:9][S:8][CH2:7][C:6]1[NH:5][CH:4]=[N:3][C:2]=1[CH3:1])=[O:15]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 178433288HCID 178433288, compound

Product 1

HCID 178485940HCID 178485940, compoundYield 58.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole (5.1 g.) and methyl isocyanate (2.0 g.) in acetonitrile was heated for 18 hours in a pressure vessel at 100°. After cooling, the solid obtained was collected and recrystallised from isopropyl alcohol-acetonitrile to give N-methyl-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]urea (4.0 g.) m.p. 158°-159°. (Found: C, 47.4; H, 7.1; N, 24.5; S, 14.1. C9H16N4OS requires: C, 47.3; H, 7.1; N, 24.5; S, 14.0).

Workup

  1. temperaturewas heated for 18 hours in a pressure vessel at 100°
  2. temperatureAfter cooling
  3. customthe solid obtained
  4. customwas collected
  5. customrecrystallised from isopropyl alcohol-acetonitrile

Sources & evidence

ORD record
ord-c5e0c226610a437d91ca564dde689339
Source dataset
uspto-grants-1979_04
Patent number
US04151288

Linked notes

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