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-53c969729d254410ba89b7c59dabdb9d
Source dataset: uspto-grants-1981_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04293697

Reaction notes

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