Stannous Chloride → 5-Bromo-2-phenoxyaniline

HRID 2358677Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[C:4]([N+:15]([O-])=O)[CH:3]=1.Cl[Sn]Cl>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[C:4]([NH2:15])[CH:3]=1

Participants

Reactant 2

HCID 24479Stannous Chloride

HCID 161094494-Bromo-2-nitro-1-phenoxybenzene

Product 1

HCID 161094555-Bromo-2-phenoxyanilineYield 100%

Procedure

The product from Example 124a (6.6 g, 22.5 mmol) was reduced with SnCl2 following the procedure from Example 1f giving the title compound as a brown oil (5.9 g, 100%).

Sources & evidence

ORD record: ord-a77e94b5c4cd4e368b2fa0a4127db5d8
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07763731B2

Reaction notes

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