Benzoyl isothiocyanate → N-benzoyl-N'-[2-(3-isoxazolylmethylthio)ethyl]thiourea

HRID 26883Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[CH:10]=[CH:9][O:8][N:7]=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[CH:10]=[CH:9][O:8][N:7]=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 129234172-((Isoxazol-3-ylmethyl)thio)ethanamine

Product 1

HCID 20557750N-benzoyl-N'-[2-(3-isoxazolylmethylthio)ethyl]thiourea

Procedure

3-[(2-Aminoethyl)thiomethyl]isoxazole is reacted with benzoyl isothiocyanate by the procedure of Example 18 to give N-benzoyl-N'-[2-(3-isoxazolylmethylthio)ethyl]thiourea. Removing the benzoyl group by the procedure of Example 18 gives N-[2-(3-isoxazolylmethylthio)ethyl]thiourea.

Sources & evidence

ORD record: ord-8eb1261d50474ab4aaaa08916ffd1b0f
Source dataset: uspto-grants-1979_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04151288

Reaction notes

Loading…