Ethylenediamine → N-Methyl-N'-[2-(2-thiazolylmethylamino)ethyl]urea

HRID 1605472Notes

Reaction equation

[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][NH:7][CH2:8][CH2:9][NH2:10].C(N)CN.ClCC1SC=CN=1.[CH3:22][N:23]=[C:24]=[O:25]>>[CH3:22][NH:23][C:24]([NH:10][CH2:9][CH2:8][NH:7][CH2:6][C:2]1[S:1][CH:5]=[CH:4][N:3]=1)=[O:25]

Participants

Reactant 4

HCID 3301Ethylenediamine

HCID 12228Methyl Isocyanate

HCID 140908642-(Chloromethyl)-1,3-thiazole

HCID 17944882N-(2-thiazolylmethyl)ethylenediamine

Product 1

HCID 20557949N-Methyl-N'-[2-(2-thiazolylmethylamino)ethyl]urea

Procedure

N-(2-Thiazolylmethyl)ethylenediamine, prepared by reacting ethylenediamine with 2-chloromethylthiazole by the procedure of Example 40, is reacted with methyl isocyanate by the procedure of Example 24 to give, after concentrating and separating by column chromatography, the title compound.

Workup

customto give
concentrationafter concentrating
customseparating by column chromatography

Sources & evidence

ORD record: ord-735090199ac44f27878c325c7dd7942d
Source dataset: uspto-grants-1976_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03950353

Reaction notes

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