1-(2-Amino-3-methoxyphenyl)ethan-1-one Chemical Properties

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

Appearance

White to light yellow Solid

InChI

InChI=1S/C9H11NO2/c1-6(11)7-4-3-5-8(12-2)9(7)10/h3-5H,10H2,1-2H3

InChIKey

RHVYWYRETWKHDC-UHFFFAOYSA-N

SMILES

C(=O)(C1=CC=CC(OC)=C1N)C

1-(2-Amino-3-methoxyphenyl)ethan-1-one Usage And Synthesis

Uses

1-(2-Amino-3-methoxyphenyl)ethan-1-one is a versatile compound that can be used as a raw material for organic synthesis or as a component in pharmaceutical intermediates.

Synthesis

The general steps for the synthesis of 1-(2-amino-3-methoxy-phenyl)-acetophenone from 3'-methoxy-2'-nitroacetophenone are as follows: Step 1. Preparation of 3-methoxy-2-amino benzaldehyde A 1:1 mixture of ethanol and acetic acid was used as reaction solvent and 3-methoxy-2-nitrobenzaldehyde (1 eq.) and iron powder (3 eq.) were added in batches. The reaction was completed within 3 hours. Upon completion of the reaction, the reaction mixture was filtered and subsequently concentrated. The concentrate was partitioned between ethyl acetate and water. The organic layer was washed with saturated sodium bicarbonate solution, dried and concentrated to give 2-amino-3-methoxybenzaldehyde in 85% yield.ES/MS m/z 151 (MH+).

References

[1] Patent: WO2007/117607, 2007, A2. Location in patent: Page/Page column 348
[2] Journal of Organic Chemistry, 2007, vol. 72, # 18, p. 6873 - 6877
[3] Patent: US4620000, 1986, A
[4] Patent: US4666499, 1987, A
[5] Patent: US2011/144115, 2011, A1. Location in patent: Page/Page column 7

1-(2-Amino-3-methoxyphenyl)ethan-1-one(42465-54-3)Related Product Information

• Methyl 4-hydroxy-8-methoxyquinoline-2-carboxylate
• C.I. 60752
• DISPERSE VIOLET 26
• Levofloxacin
• Levofloxacin carboxylic acid
• Disperse Red 11
• Marbofloxacin
• DISPERSE RED 60
• DISPERSE RED 4
• Ipodate Sodium
• Disperse Red 86
• 7-methoxyindoline-2,3-dione
• MELICOPIDINE
• 4-CHLORO-7-METHOXY ISATIN
• ETHYL 4-HYDROXY-8-(TRIFLUOROMETHOXY)QUINOLINE-3-CARBOXYLATE
• MELICOPINE
• 1,2,3,4-TETRAMETHOXY-10-METHYLACRIDONE
• PAZUFLOXACIN