Benzoyl isothiocyanate → N-benzoyl-N'-[2-((4-methyl-5-oxazolyl)methylthio)ethyl]thiourea

HRID 26878Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][CH:9]=[N:8][C:7]=1[CH3:11].[C:12]([N:20]=[C:21]=[S:22])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[C:12]([NH:20][C:21]([NH:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][CH:9]=[N:8][C:7]=1[CH3:11])=[S:22])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

Reactant 2

HCID 68284Benzoyl isothiocyanate

HCID 125438634-Methyl-5-[(2-aminoethyl)thiomethyl]oxazole

Product 1

HCID 20557859N-benzoyl-N'-[2-((4-methyl-5-oxazolyl)methylthio)ethyl]thiourea

Procedure

5-[(2-Aminoethyl)thiomethyl]-4-methyloxazole is reacted with benzoyl isothiocyanate by the procedure of Example 18 to give N-benzoyl-N'-[2-((4-methyl-5-oxazolyl)methylthio)ethyl]thiourea. Removing the benzoyl group by the procedure of Example 18 gives N-[2-((4-methyl-5-oxazolyl)methylthio)ethyl]thiourea.

Sources & evidence

ORD record: ord-adfc4d7ee55b498aa61f0727064efcb6
Source dataset: uspto-grants-1979_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04151288

Reaction notes

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