ChemicalBook CAS DataBase List Ethanone,1-(2-amino-5-chlorophenyl)-

Ethanone,1-(2-amino-5-chlorophenyl)- synthesis

11synthesis methods

Product Name:Ethanone,1-(2-amino-5-chlorophenyl)-
CAS Number:1685-19-4
Molecular formula:C8H8ClNO
Molecular Weight:169.61

18640-60-3

1685-19-4

(b) A mixture of 1-(5-chloro-2-nitrophenyl)ethanone (4.40 g, 22.05 mmol), PtO2 (40 mg), and activated charcoal (400 mg) in ethanol (80 mL) was subjected to a hydrogen atmosphere with rapid stirring at room temperature for 4.5 hours. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad (the residue was washed with dichloromethane) and subsequently concentrated under reduced pressure. The concentrated residue was filtered through a pad of silica gel (eluent was dichloromethane/petroleum ether, 4:1) to give a light green oily substance. The oily substance was recrystallized by ethyl ether/petroleum ether to give 1-(2-amino-5-chlorophenyl)ethanone (3.30 g, 88% yield) as light green crystals.

18640-60-3 Synthesis

18640-60-3
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1685-19-4
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Yield: 88%

Reaction Conditions:

with hydrogen;platinum(IV) oxide in ethanol at 20; under 760.051 Torr; for 4.5 h;

Steps:

1.b
b) A mixture of 1-(5-chloro-2-nitrophenyl)ethanone (4.40 g, 22.05 mmol), PtO₂(40 mg) and charcoal (400 mg) in EtOH (80 mL) was rapidly stirred at RT for 4.5 h under one atmosphere of hydrogen. The reaction mixture was filtered through a pad of celite (the residues washed with CH₂Cl₂) and concentrated under reduced pressure. The residue was filtered through a pad of silica (eluting with CH₂Cl₂/PE, 4:1) to afford a pale green oil which was recrystallized from Et₂O/PE to give 1-(2-amino-5-chlorophenyl)ethanone (3.30 g, 88%), as pale green crystals.

References:

Winzenberg, Kevin Norman;Meyer, Adam Gerhard;Yang, Qi;Riches, Andrew Geoffrey US2007/238700, 2007, A1 Location in patent:Page/Page column 26