Benzoyl isothiocyanate → N-benzoyl-N'-[2-(2-thiazolylmethylthio)ethyl]thiourea

HRID 903250Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[S:7][CH:8]=[CH:9][N:10]=1.[C:11]([N:19]=[C:20]=[S:21])(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[C:11]([NH:19][C:20]([NH:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[S:7][CH:8]=[CH:9][N:10]=1)=[S:21])(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

Reactant 2

HCID 68284Benzoyl isothiocyanate

HCID 129234032-[(Thiazol-2-yl)methylthio]ethylamine

Product 1

HCID 20557654N-benzoyl-N'-[2-(2-thiazolylmethylthio)ethyl]thiourea

Procedure

By the procedure of Example 18, 2-[(2-aminoethyl)thiomethyl]thiazole is reacted with benzoyl isothiocyanate to give N-benzoyl-N'-[2-(2-thiazolylmethylthio)ethyl]thiourea. Removing the benzoyl group by the procedure of Example 18 gives N-[2-(2-thiazolylmethylthio)ethyl]thiourea. Treating this compound with hydrobromic acid gives the hydrobromide salt.

Sources & evidence

ORD record: ord-9e1a83a0482d459c9cb3199b2e14cc5d
Source dataset: uspto-grants-1980_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04226874

Reaction notes

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