Methyl Isocyanate → N-Methyl-N'-[2-(2-pyrimidylmethylamino)ethyl]urea

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=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:2]1[N:3]=[CH:4][CH:5]=[CH:6][N:1]=1)=[O:15]

Participants

Reactant 2

HCID 12228Methyl Isocyanate

HCID 20557649N-(2-pyrimidylmethyl)ethylenediamine

Product 1

HCID 20557658N-Methyl-N'-[2-(2-pyrimidylmethylamino)ethyl]urea

Procedure

By the procedure of Example 24, N-(2-pyrimidylmethyl)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-aefb9c252d4947eba507f2009bd3abac
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04226874

Reaction notes

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