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

HRID 329112Notes

Reaction equation

HRID 329112 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

5

Reactant 4

HCID 3301EthylenediamineHCID 12228Methyl IsocyanateHCID 140908642-(Chloromethyl)-1,3-thiazoleHCID 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

  1. customto give
  2. concentrationafter concentrating
  3. customseparating by column chromatography

Sources & evidence

ORD record
ord-306d0135d0694b778acdfaa42317621d
Source dataset
uspto-grants-1977_04
Patent number
US04018931

Reaction notes

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