Ethyl isothiocyanate → N-ethyl-N'-[2-(2-thiazolylmethylamino)ethyl]thiourea

HRID 1834638Notes

Reaction equation

[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH2:6][NH:7][CH2:8][CH2:9][NH2:10].[CH2:11]([N:13]=[C:14]=[S:15])[CH3:12]>>[CH2:11]([NH:13][C:14]([NH:10][CH2:9][CH2:8][NH:7][CH2:6][C:2]1[S:1][CH:5]=[CH:4][N:3]=1)=[S:15])[CH3:12]

Participants

Reactant 2

HCID 10966Ethyl isothiocyanate

HCID 17944882N-(2-thiazolylmethyl)ethylenediamine

Product 1

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

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-7f4c0b93cbf347108cd026607e326b22
Source dataset: uspto-grants-1978_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04070475

Reaction notes

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