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2-bromo-5-nitrobenzaldehyde

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2-bromo-5-nitrobenzaldehyde Basic information
Product Name:2-bromo-5-nitrobenzaldehyde
Synonyms:2-bromo-5-nitrobenzaldehyde;2-Bromo-5-nitrobenzenecarbaldehyde;4-Bromo-3-formylnitrobenzene;2-Bromo-5-nitrobenzadehyde;Benzaldehyde, 2-bromo-5-nitro-
CAS:84459-32-5
MF:C7H4BrNO3
MW:230.02
EINECS:200-002-4
Product Categories:
Mol File:84459-32-5.mol
2-bromo-5-nitrobenzaldehyde Structure
2-bromo-5-nitrobenzaldehyde Chemical Properties
Melting point 105-107 °C
Boiling point 307.2±27.0 °C(Predicted)
density 1.781
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form solid
color White to off-white
Safety Information
HazardClass IRRITANT
HS Code 2913000090
MSDS Information
2-bromo-5-nitrobenzaldehyde Usage And Synthesis
Uses2-Bromo-5-nitrobenzaldehyde is a cholesteryl ester transfer protein (CETP) inhibitor. 2-Bromo-5-nitrobenzaldehyde is a commonly used reactant for the synthesis of (-)-Linarinic acid derivatives as neuroprotective agents against oxygen glucose deprivation (OGD)-induced cell damage.
Synthesis
2-Bromobenzaldehyde

6630-33-7

2-bromo-5-nitrobenzaldehyde

84459-32-5

2-Bromobenzaldehyde (10.0 g, 53.7 mmol) was dissolved in concentrated sulfuric acid (100 mL) at 0 °C. Potassium nitrate (5.43 g, 53.7 mmol) was added in batches over 1 h at this temperature. After addition, the reaction mixture was continued to be stirred for 40 min, followed by the addition of potassium nitrate (0.72 g). The reaction temperature was maintained at 0°C and stirring was continued for 3 hours. After completion of the reaction, the mixture was slowly poured into ice water. The precipitate precipitated was collected by filtration, washed well with water and finally recrystallized with ethyl acetate/pentane mixed solvent to give 2-bromo-5-nitrobenzaldehyde (11.7 g, 94% yield) as a white solid. The mass spectrometry (ESI) analysis was consistent with the theoretical value of C7H4BrNO3 (228.9).

References[1] Patent: WO2014/186313, 2014, A1. Location in patent: Page/Page column 173-174
[2] Patent: US2015/152108, 2015, A1. Location in patent: Paragraph 0881; 0882
[3] Tetrahedron Letters, 2016, vol. 57, # 1, p. 11 - 14
[4] Organic and Biomolecular Chemistry, 2017, vol. 15, # 6, p. 1355 - 1362
[5] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 20, p. 5051 - 5057
2-bromo-5-nitrobenzaldehyde Preparation Products And Raw materials
Raw materials2-Bromobenzaldehyde-->(2-Bromo-5-nitrophenyl)methanol
Preparation Products1-Bromo-2-(dimethoxymethyl)-4-nitrobenzene-->2-(2-BroMo-5-nitrophenyl)-1,3- dioxolane
Tag:2-bromo-5-nitrobenzaldehyde(84459-32-5) Related Product Information
2-Bromo-5-nitrobenzoic acid Methyl 2-bromo-5-nitrobenzoate 2-Bromo-5-nitrobenzamide 2-bromo-5-nitrobenzaldehyde 2-Bromo-3,5-dinitrobenzoic acid 2-bromo-5-nitrobenzohydrazide 3-[[[(2-Bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-4-methyl-benzoic acid 3-[[[(2-Bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-2-methyl-benzoic acid 4-[[[(2-Bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-benzoic acid 3-[[[(2-Bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-4-chloro-benzoic acid 5-Bromo-2-[[[(2-bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-benzoic acid 2-[[[(2-Bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-5-chloro-benzoic acid 5-[[[(2-Bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-2-chloro-benzoic acid 2-[[[(2-Bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-benzoic acid 2-[[[(2-Bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-5-iodo-benzoic acid 2-[[[(2-Bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-3,5-dichloro-benzoic acid 2-[[[(2-Bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-3,5-diiodo-benzoic acid 3,5-Dibromo-2-[[[(2-bromo-5-nitrobenzoyl)amino]thioxomethyl]amino]-benzoic acid