5-NITRO-3-BROMOINDAZOLE Chemical Properties

Melting point:

227-229

Boiling point:

437.3±25.0 °C(Predicted)

Density 

1.965±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Powder

pka

9.53±0.40(Predicted)

color 

Pale brown

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN2811

HazardClass 

IRRITANT

HS Code 

2933998090

5-NITRO-3-BROMOINDAZOLE Usage And Synthesis

Synthesis

Example 22 Synthesis of 3-bromo-5-nitroindazole: 5-nitroindazole (10 g, 61.3 mmol) was dissolved in acetic acid (170 mL) and heated to 80 °C. Bromine (3.1 mL, 60.7 mmol) was added slowly and dropwise. The reaction mixture was heated to reflux. After 2 hours of reaction, it was cooled to room temperature and the precipitate precipitated was collected by filtration. The filtrate was concentrated under reduced pressure to separate the additional product and the concentrated residue was partitioned between chloroform and saturated sodium bicarbonate solution, the organic phase was separated and dried over anhydrous sodium sulfate. Decompression concentration of the organic phase afforded a solid, which was combined with the aforementioned precipitate to afford the target compound 3-bromo-5-nitroindazole as a yellow solid (11.4 g, 77% yield).1H NMR (DMSO-d6) δ: 7.74 (1H, d, J=8.0 Hz), 8.21 (1H, dd, J=8.0, 1.5 Hz), 8.40 (1H, d, J=1.5 Hz), 14.5 Hz). 1.5 Hz), 14.06 (1H, brs); MS (ES-) m/z: 240 [M-H]-.

References

[1] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 12, p. 1258 - 1263
[2] Patent: CN103570624, 2016, B. Location in patent: Paragraph 0019-0029
[3] Patent: US2002/103229, 2002, A1
[4] Patent: US2004/127536, 2004, A1
[5] Patent: US2005/9876, 2005, A1

5-NITRO-3-BROMOINDAZOLE(67400-25-3)Related Product Information

• 2-FLUORO-5-NITROPHENOL
• Butyl 2-methylbutyrate
• FEMA 2200
• 2,8-DICHLORO-QUINOLINE-3-CARBALDEHYDE
• 2-Chloro-5-fluorobenzonitrile
• N-PHENYLETHYLENEDIAMINE
• Isoquinoline, 6-chloro- (6CI,9CI)
• Norethindrone
• 1-BROMO-2-CHLORO-3-NITROBENZENE
• 5-Nitroindazole
• 3-BROMO-6-NITROINDAZOLE
• 3-BROMO-7-NITROINDAZOLE
• 5-NITRO-3-BROMOINDAZOLE
• 3-Bromoindazole
• 5-AMINO-3-BROMO (1H)INDAZOLE
• 3-BROMO-5-NITRO-6-METHYL (1H)INDAZOLE
• 3-BROMO-6-CHLORO-5-NITRO (1H)INDAZOLE
• 3-Bromo-1-methyl-5-nitro-1H-indazole