Stannous Chloride → 4-(2-amino-4-chlorophenoxy)-N-ethyl-N-methylbenzamide

HRID 2197863Notes

Reaction equation

HRID 2197863 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][C:7]2[CH:18]=[CH:17][C:10]([C:11]([N:13]([CH2:15][CH3:16])[CH3:14])=[O:12])=[CH:9][CH:8]=2)=[C:4]([N+:21]([O-])=O)[CH:3]=1.Cl[Sn]Cl>>[NH2:21][C:4]1[CH:3]=[C:2]([Cl:1])[CH:20]=[CH:19][C:5]=1[O:6][C:7]1[CH:18]=[CH:17][C:10]([C:11]([N:13]([CH2:15][CH3:16])[CH3:14])=[O:12])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 24479Stannous ChlorideHCID 684597124-(4-chloro-2-nitrophenoxy)-N-ethyl-N-methylbenzamide

Product 1

HCID 684562034-(2-amino-4-chlorophenoxy)-N-ethyl-N-methylbenzamideYield 83%

Procedure

The product from Example 133a (1.0 g, 2.99 mmol) was reduced with SnCl2 following the procedure from Example 1f giving the title compound as a clear oil (751 mg, 83%).

Sources & evidence

ORD record
ord-1599fee88a044a1d8503080983b4fad0
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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