N-ethyl-N'-[2-(2-thiazolylmethylamino)ethyl]thiourea → N-cyano-N'-ethyl-N"-[2-(2-thiazolylmethylamino)ethyl]guanidine

HRID 848003Notes

Reaction equation

[CH2:1]([NH:3][C:4]([NH:6][CH2:7][CH2:8][NH:9][CH2:10][C:11]1[S:12][CH:13]=[CH:14][N:15]=1)=S)[CH3:2].[N:16]#[C:17][NH2:18].[Pb]>>[C:17]([NH:18][C:4]([NH:3][CH2:1][CH3:2])=[N:6][CH2:7][CH2:8][NH:9][CH2:10][C:11]1[S:12][CH:13]=[CH:14][N:15]=1)#[N:16]

Participants

Reactant 2

HCID 20567447N-ethyl-N'-[2-(2-thiazolylmethylamino)ethyl]thiourea

HCID 22262466CH2N2Pb

Product 1

HCID 54278387N-cyano-N'-ethyl-N"-[2-(2-thiazolylmethylamino)ethyl]guanidine

Procedure

Reacting N-(2-thiazolylmethyl)ethylenediamine with ethyl isothiocyanate by the procedure of Example 3(b) and then chromatographing gives N-ethyl-N'-[2-(2-thiazolylmethylamino)ethyl]thiourea. Reacting this thiourea with lead cyanamide by the procedure of Example 3(b) gives N-cyano-N'-ethyl-N"-[2-(2-thiazolylmethylamino)ethyl]guanidine.

Sources & evidence

ORD record: ord-c82ef2c76d1246c6a380e8b01f628de6
Source dataset: uspto-grants-1981_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04293699

Reaction notes

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