ChemicalBook--->CAS DataBase List--->51818-99-6

51818-99-6

51818-99-6 Structure

51818-99-6 Structure
IdentificationBack Directory
[Name]

4-Amino-3-nitrobenzaldehyde
[CAS]

51818-99-6
[Synonyms]

4-Amino-3-nitrobenzaldehyde
Benzaldehyde, 4-amino-3-nitro-
N'-(3,4-dichlorophenyl)ethane-1,4-diamine
[Molecular Formula]

C7H6N2O3
[MDL Number]

MFCD17170817
[MOL File]

51818-99-6.mol
[Molecular Weight]

166.13
Chemical PropertiesBack Directory
[Melting point ]

191 °C
[Boiling point ]

359.3±32.0 °C(Predicted)
[density ]

1.441±0.06 g/cm3(Predicted)
[storage temp. ]

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

-3.00±0.10(Predicted)
[Appearance]

Light yellow to yellow Solid
Hazard InformationBack Directory
[Synthesis Reference(s)]

Journal of Medicinal Chemistry, 21, p. 72, 1978 DOI: 10.1021/jm00199a013
[Synthesis]

4-FLUORO-3-NITROBENZALDEHYDE

42564-51-2

4-Amino-3-nitrobenzaldehyde

51818-99-6

General procedure for the synthesis of 4-amino-3-nitrobenzaldehyde from 4-fluoro-3-nitrobenzaldehyde: To a solution of 4-fluoro-3-nitrobenzaldehyde (570 mg, 3.3 mmol) in tetrahydrofuran (THF, 20 mL) was added ammonia (NH4OH, 5 mL). The reaction mixture was stirred at room temperature for 1 hour. Upon completion of the reaction, the resulting yellow solid was collected by filtration and washed with distilled water. Subsequently, the solid was dried under vacuum to afford the target compound 4-amino-3-nitrobenzaldehyde (300 mg, yield: 53%). The structure of the product was confirmed by 1H-NMR (300 MHz, DMSO-d6) with the following chemical shifts: δ 9.76 (s, 1H), 8.57 (d, 1H), 8.18 (br s, 2H), 7.80 (dd, 1H), 7.10 (d, 1H).

[References]

[1] Patent: WO2015/57938, 2015, A1. Location in patent: Page/Page column 53
[2] Chemische Berichte, 1957, vol. 90, p. 1586,1588
[3] Patent: US2008/300270, 2008, A1. Location in patent: Page/Page column 26
[4] Patent: CN107400092, 2017, A. Location in patent: Paragraph 0293; 0295; 0303-0305
[5] Patent: CN108264511, 2018, A. Location in patent: Paragraph 0280; 0283; 0292-0294
Spectrum DetailBack Directory
[Spectrum Detail]

4-Amino-3-nitrobenzaldehyde(51818-99-6)1HNMR
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