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

HRID 26895Notes

Reaction equation

[C:1]([N:9]=[C:10]=[S:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:12][CH2:13][CH2:14][S:15][CH2:16][C:17]1[NH:18][C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=1>>[C:1]([NH:9][C:10]([NH:12][CH2:13][CH2:14][S:15][CH2:16][C:17]1[NH:21][C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[N:18]=1)=[S:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 68284Benzoyl isothiocyanate

HCID 129234202-[(2-Aminoethyl)thiomethyl]benzimidazole

Product 1

HCID 54046077N-benzoyl-N'-[2-(2-benzimidazolylmethylthio)ethyl]thiourea

Procedure

Benzoyl isothiocyanate is reacted with 2-[(2-aminoethyl)thiomethyl]benzimidazole by the procedure of Example 18 to give N-benzoyl-N'-[2-(2-benzimidazolylmethylthio)ethyl]thiourea. Removing the benzoyl group by the procedure of Example 18 gives N-[2-(2-benzimidazolylmethylthio)ethyl]thiourea.

Sources & evidence

ORD record: ord-df56a179672b48abb04b25f5b8eb26c0
Source dataset: uspto-grants-1979_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04151288

Reaction notes

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