Ethylenediamine → 1,2-bis-[N'-(2-(5-Methyl-4-imidazolylmethylthio)ethyl)guanidino]ethane

HRID 483124Notes

Reaction equation

HRID 483124 reaction equation
[NH2:1][CH2:2][CH2:3][NH2:4].S([O-])([O-])(=O)=O.CS[C:12]([NH2:24])=[NH+:13][CH2:14][CH2:15][S:16][CH2:17][C:18]1[N:19]=[CH:20][NH:21][C:22]=1[CH3:23].CS[C:27]([NH2:39])=[NH+:28][CH2:29][CH2:30][S:31][CH2:32][C:33]1[N:34]=[CH:35][NH:36][C:37]=1[CH3:38]>>[CH3:38][C:37]1[NH:36][CH:35]=[N:34][C:33]=1[CH2:32][S:31][CH2:30][CH2:29][N:28]=[C:27]([NH2:39])[NH:1][CH2:2][CH2:3][NH:4][C:12]([NH2:24])=[N:13][CH2:14][CH2:15][S:16][CH2:17][C:18]1[N:19]=[CH:20][NH:21][C:22]=1[CH3:23]

Participants

3

Reactant 2

HCID 3301EthylenediamineHCID 20242495S-methyl-N-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]thiouronium sulphate

Product 1

HCID 544770391,2-bis-[N'-(2-(5-Methyl-4-imidazolylmethylthio)ethyl)guanidino]ethane

Procedure

The reaction of 1,2-diaminoethane (0.60 g) with S-methyl-N-[2-((5-methyl-4-imidazolyl)methylthio)ethyl]thiouronium sulphate (5.86 g) by the method described in Example 5 afforded the title compound which was isolated as the dipicrate (3.5 g), m.p. 201-203°.

Sources & evidence

ORD record
ord-384853fa0fd24242be5db3bb5f3a41e3
Source dataset
uspto-grants-1986_03
Patent number
US04578388

Reaction notes

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