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ChemicalBook CAS DataBase List 2-Amino-6-chlorobenzaldehyde
35490-90-5

2-Amino-6-chlorobenzaldehyde synthesis

5synthesis methods
(2-AMINO-6-CHLORO-PHENYL)-METHANOL

39885-08-0

2-Amino-6-chlorobenzaldehyde

35490-90-5

General procedure for the synthesis of 2-amino-6-chlorobenzaldehyde from (2-amino-6-chlorophenyl)-methanol: Manganese dioxide (13.6 g, 157 mmol) was added to a solution of 2-amino-6-chlorophenylmethanol (2.75 g, 17.5 mmol) dissolved in 150 mL diethyl ether. The reaction mixture was stirred at room temperature for 0.5 h, followed by filtration through a diatomaceous earth pad and washed well with ethyl acetate. The filtrate was concentrated under reduced pressure to give 2.62 g (96% yield) of 2-amino-6-chlorobenzaldehyde as a pale yellow solid.

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Yield:35490-90-5 96%

Reaction Conditions:

with manganese(IV) oxide in diethyl ether; for 0.5 h;

Steps:

10

To prepare this compound, manganese dioxide (13.6 g, 157 mmol) was added to a solution of 2-(amino-6-chlorophenyl)methanol (2.75 g, 17.5 mmol) in 150 mL diethyl ether. The mixture was stirred for 0.5 hours then filtered through celite and rinsed with ethyl acetate. The filtrate was concentrated under reduced pressure to afford 2.62 g(96%) of 2-amino-6-chlorobenzaldehyde.

References:

WO2006/10142,2006,A2 Location in patent:Page/Page column 70; 71