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

HRID 903267Notes

Reaction equation

HRID 903267 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-1a9af2cd82cc4c6eb92669b4aa77926a
Source dataset
uspto-grants-1980_10
Patent number
US04226874

Reaction notes

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