2-Aminothiophenol → 2-(2-Aminophenyl)sulfanylbenzonitrile

HRID 2242474Notes

Reaction equation

C1C2[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH:9]=[N:10]SC=2C=CC=1.[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[SH:23].FC1C=CC=CC=1C#N>>[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[S:23][C:7]1[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9]#[N:10]

Participants

Reactant 3

HCID 87132-Aminothiophenol

HCID 678552-Fluorobenzonitrile

HCID 66579101Dibenzothiazepine

Product 1

HCID 3662332-(2-Aminophenyl)sulfanylbenzonitrile

Procedure

WO 92/19607 reports that a dibenzothiazepine derivative can be prepared by the steps of reacting 2-amino-thiophenol with 2-fluorobenzonitrile to give 2-(2-amino-phenylthio)benzonitrile, hydrolyzing the resultant compound to give 2-(2-carboxyphenylthio)aniline, and finally cyclizing the aniline derivative.

Sources & evidence

ORD record: ord-d98936e8f53946449a120941803de46e
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07671195B2

Reaction notes

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