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-899524744b6b4522bbb1568a7be6166f
Source dataset: uspto-grants-1977_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04053473

Reaction notes

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