Stannous Chloride → 2-amino-4-fluoro-N-[3-(methylsulfanyl)phenyl]benzenesulfonamide

HRID 1772859Notes

Reaction equation

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

Participants

Reactant 2

HCID 24479Stannous Chloride

HCID 269524144-fluoro-N-[3-(methylsulfanyl)phenyl]-2-nitrobenzenesulfonamide

Product 1

HCID 292684342-amino-4-fluoro-N-[3-(methylsulfanyl)phenyl]benzenesulfonamideYield 98.8%

Procedure

The title compound (780 mg, 2.50 mmol) was prepared from 4-fluoro-N-[3-(methylsulfanyl)phenyl]-2-nitrobenzenesulfonamide (865 mg, 2.53 mmol) and SnCl2 (1.44 g, 7.59 mmol) using the methods of (IntA1), Step 2.

Sources & evidence

ORD record: ord-b56b9b41823243ff8424867673c11cce
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09249160B2

Reaction notes

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