N-(3-AMINOPHENYL)-2,2-DIMETHYLPROPANAMIDE synthesis

6synthesis methods

Product Name:N-(3-AMINOPHENYL)-2,2-DIMETHYLPROPANAMIDE
CAS Number:41402-58-8
Molecular formula:C11H16N2O
Molecular Weight:192.26

2,2-dimethyl-N-(3-nitrophenyl)propanamide

32597-30-1
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N-(3-AMINOPHENYL)-2,2-DIMETHYLPROPANAMIDE

41402-58-8
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Yield:41402-58-8 99%

Reaction Conditions:

Stage #1: N-(3-nitrophenyl)pivalamidewith ammonium carbonate in ethanol; for 0.0833333 h;Inert atmosphere;Cooling with ice;
Stage #2: with 10% Pd/C in ethanol at 0 - 20; for 18 h;Inert atmosphere;

Steps:

3 Method c

General procedure: Method c: A solution of nitroarene (1.0 equiv.) in MeOH (deoxygenated with bubbled argon) was cooled in an ice-bath and ammonium formate (3 equiv.) was added. After ~ 5 minutes Pd/C (10%, 0.1 equiv.) was added and reaction was stirred at 0 °C for 30 minutes and at room temperature overnight. The reaction mixture was filtered over Celite, and the filtrate concentrated under reduced pressure. The residue was redissolved in EtOAc and washed with water. The organic layer was separated, dried ( a2S0₄) and concentrated to give the product.

References:

WO2016/22460,2016,A1 Location in patent:Page/Page column 122; 142-143