Stannous Chloride → 4-(2-amino-4-chlorophenoxy)-N-(2-methoxyethyl)benzamide

HRID 883899Notes

Reaction equation

HRID 883899 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C:7]2[CH:19]=[CH:18][C:10]([C:11]([NH:13][CH2:14][CH2:15][O:16][CH3:17])=[O:12])=[CH:9][CH:8]=2)=[C:4]([N+:22]([O-])=O)[CH:3]=1.Cl[Sn]Cl>>[NH2:22][C:4]1[CH:3]=[C:2]([Cl:1])[CH:21]=[CH:20][C:5]=1[O:6][C:7]1[CH:19]=[CH:18][C:10]([C:11]([NH:13][CH2:14][CH2:15][O:16][CH3:17])=[O:12])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 24479Stannous ChlorideHCID 259313144-(4-chloro-2-nitrophenoxy)-N-(2-methoxyethyl)benzamide

Product 1

HCID 672493384-(2-amino-4-chlorophenoxy)-N-(2-methoxyethyl)benzamideYield 100%

Procedure

The product from Example 34d (1.0 g, 2.85 mmol) was reduced with SnCl2 following the procedure from Example 7f giving the title compound as a clear oil (900 mg, 100%).

Sources & evidence

ORD record
ord-9b8e49783a964d079e7dc380c66fdd84
Source dataset
uspto-grants-2012_08
Patent number
US08236950B2

Reaction notes

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