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22608-87-3

22608-87-3 Structure

22608-87-3 Structure
IdentificationBack Directory
[Name]

2-Amino-4,5-dimethoxy-benzaldehyde
[CAS]

22608-87-3
[Synonyms]

2-Amino-4,5-dimethoxybenzaldehyd
2-Amino-4,5-dimethoxy-benzaldehyde
2-AMino-4,5-diMethyloxybenzaldehyde
Benzaldehyde, 2-amino-4,5-dimethoxy-
[Molecular Formula]

C9H11NO3
[MOL File]

22608-87-3.mol
[Molecular Weight]

181.19
Chemical PropertiesBack Directory
[Melting point ]

86 °C
[Boiling point ]

348.0±42.0 °C(Predicted)
[density ]

1.196±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

0.65±0.13(Predicted)
[Appearance]

Light yellow to yellow Solid
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-4,5-dimethoxy-benzaldehyde(22608-87-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

6-Nitroveratraldehyde

20357-25-9

2-Amino-4,5-dimethoxy-benzaldehyde

22608-87-3

General procedure for the synthesis of 2-amino-4,5-dimethoxybenzaldehyde from 4,5-dimethoxy-2-nitrobenzaldehyde: Pd/C catalyst (5%, 0.5 g) was suspended in a solution of 4,5-dimethoxy-2-nitrobenzaldehyde (3.1 g, 4.74 mmol) in anhydrous THF (10 mL). The reaction mixture was subjected to a hydrogen atmosphere at 50 psi pressure for 15 minutes at room temperature with stirring. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad to remove the catalyst. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography to afford the target product 2-amino-4,5-dimethoxybenzaldehyde (0.85 g, 99% yield).

[References]

[1] Bulletin of the Korean Chemical Society, 2013, vol. 34, # 8, p. 2480 - 2486
[2] European Journal of Medicinal Chemistry, 2017, vol. 127, p. 413 - 423
[3] Tetrahedron Letters, 2015, vol. 56, # 25, p. 3954 - 3960
[4] Patent: JP2018/52878, 2018, A. Location in patent: Paragraph 0149
[5] Canadian Journal of Chemistry, 2004, vol. 82, # 3, p. 461 - 478
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