Stannous Chloride → 5-Chloro-2-phenoxyaniline

HRID 2197754Notes

Reaction equation

HRID 2197754 reaction equation
[Cl: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>>[Cl: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

3

Reactant 2

HCID 24479Stannous ChlorideHCID 8911814-Chloro-2-nitro-1-phenoxybenzene

Product 1

HCID 667385-Chloro-2-phenoxyanilineYield 79%

Procedure

The product from Example 42a (13 g, 52.1 mmol) was reacted with SnCl2 (49.3 g, 260 mmol) following the procedure from Example 1f giving the title compound as a white solid 9.0 g, 79%).

Sources & evidence

ORD record
ord-7834067075644853b62a2cbf106ac945
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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