4-Amino-3-nitrobenzaldehyde

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4-Amino-3-nitrobenzaldehyde manufacturers

4-Amino-3-nitrobenzaldehyde Basic information
Product Name:4-Amino-3-nitrobenzaldehyde
Synonyms:4-Amino-3-nitrobenzaldehyde;Benzaldehyde, 4-amino-3-nitro-;N'-(3,4-dichlorophenyl)ethane-1,4-diamine
CAS:51818-99-6
MF:C7H6N2O3
MW:166.13
EINECS:
Product Categories:
Mol File:51818-99-6.mol
4-Amino-3-nitrobenzaldehyde Structure
4-Amino-3-nitrobenzaldehyde Chemical Properties
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)
AppearanceLight yellow to yellow Solid
Safety Information
MSDS Information
4-Amino-3-nitrobenzaldehyde Usage And Synthesis
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
4-Amino-3-nitrobenzaldehyde Preparation Products And Raw materials
Raw materialsN-(4-Formyl-2-nitrophenyl)acetamide-->4-Fluoro-3-nitrobenzaldehyde-->Tetrahydrofuran-->Ammonium hydroxide
Tag:4-Amino-3-nitrobenzaldehyde(51818-99-6) Related Product Information
Benzaldehyde 4-Dimethylaminobenzaldehyde Methyl 4-amino-3-nitrobenzoate 4-Amino-3-nitrobenzonitrile 4-Amino-3-nitrobenzoic acid Ethyl 4-amino-3-nitrobenzoate