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-27d1634a58594d5db700201968c8cc92
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04230865

Reaction notes

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