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

HRID 1834290Notes

Reaction equation

HRID 1834290 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-5a50e54584634378bb792eba2d09605f
Source dataset
uspto-grants-1978_01
Patent number
US04069327

Reaction notes

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