Methyl Isocyanate → N-Methyl-N'-[2-((5-methyl-4-imidazolyl)methylamino)ethyl]urea

Reaction equation

[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][NH:8][CH2:9][CH2:10][NH2:11].[CH3:12][N:13]=[C:14]=[O:15]>>[CH3:12][NH:13][C:14]([NH:11][CH2:10][CH2:9][NH:8][CH2:7][C:3]1[N:4]=[CH:5][NH:6][C:2]=1[CH3:1])=[O:15]

Participants

Reactant 2

HCID 12228Methyl Isocyanate

HCID 20557710N-(5-methyl-4-imidazolylmethyl)ethylenediamine

Product 1

HCID 20557896N-Methyl-N'-[2-((5-methyl-4-imidazolyl)methylamino)ethyl]urea

Procedure

By the procedure of Example 24, N-(5-methyl-4-imidazolylmethyl)ethylenediamine is reacted with methyl isocyanate to give, after concentrating and separating the residue by column chromatography, the title compound.

Workup

customto give
concentrationafter concentrating
customseparating the residue by column chromatography

Sources & evidence

ORD record: ord-cd2f1f3ba3704d238b07bcea99a46099
Source dataset: uspto-grants-1976_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03950353

Reaction notes

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