Benzoyl isothiocyanate → HCID 21162122, compound

HRID 893945Notes

Reaction equation

HRID 893945 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH2:9][S:10][CH2:11][CH2:12][NH2:13])=[N:5][CH:6]=[CH:7][CH:8]=1.[C:14]([N:22]=[C:23]=[S:24])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(Cl)(Cl)Cl>[C:14]([NH:22][C:23]([NH:13][CH2:12][CH2:11][S:10][CH2:9][C:4]1[C:3]([O:2][CH3:1])=[CH:8][CH:7]=[CH:6][N:5]=1)=[S:24])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 129515352-{[(3-Methoxypyridin-2-yl)methyl]sulfanyl}ethan-1-amine

Product 1

HCID 21162122HCID 21162122, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Treatment of 2-(3-methoxy-2-pyridylmethylthio)ethylamine with benzoyl isothiocyanate in refluxing chloroform yields N-benzoyl-N'-[2-(3-methoxy-2-pyridylmethylthio)ethyl]thiourea. The hydrobromide salt of this thiourea is refluxed with 1,3-dibromopropane in ethanol and the N-benzyl groups removed by hydrolysis to yield 1,3-bis-[S-(N-(2-(3-methoxy-2-pyridylmethylthio)ethyl)isothioureido]propane tetrahydrobromide.

Sources & evidence

ORD record
ord-73fd20c3b4d14befa10fb28dc701ed6f
Source dataset
uspto-grants-1981_08
Patent number
US04282224

Reaction notes

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