6-BROMO-1H-INDAZOL-3-YLAMINE Chemical Properties

Melting point:

237-240

Boiling point:

431.3±25.0 °C(Predicted)

Density 

1.867±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

13.68±0.40(Predicted)

form 

Crystalline Powder

color 

White to off-white

InChI

InChI=1S/C7H6BrN3/c8-4-1-2-5-6(3-4)10-11-7(5)9/h1-3H,(H3,9,10,11)

InChIKey

WLDHNAMVDBASAW-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC(Br)=C2)C(N)=N1

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

RIDADR 

UN2811

HazardClass 

IRRITANT

HS Code 

29339980

6-BROMO-1H-INDAZOL-3-YLAMINE Usage And Synthesis

Synthesis

Under nitrogen protection, 4-bromo-2-fluorobenzonitrile (5 g, 25.13 mmol) was dissolved in 20 mL of n-butanol, followed by hydrazine hydrate (1.04 mL, 50.26 mmol). The reaction mixture was heated to reflux and kept for 4 hours. Upon completion of the reaction, it was cooled to room temperature and a large amount of solid was observed to precipitate. The solid product was collected by diafiltration and the filter cake was washed with petroleum ether to remove impurities. Finally, the resulting white solid was dried to give 4.759 g of the target product 6-bromo-1H-indazol-3-amine in 85.7% yield.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 14, p. 4579 - 4584
[2] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 6, p. 1985 - 1989
[3] Patent: CN106032359, 2016, A. Location in patent: Paragraph 0044; 0045; 0046
[4] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 3, p. 747 - 757
[5] Patent: CN106146493, 2016, A. Location in patent: Paragraph 0452; 0453; 0454; 0455

6-BROMO-1H-INDAZOL-3-YLAMINE(404827-77-6)Related Product Information

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• 6-BROMO-3-METHYL INDAZOLE
• 6-BROMO-3-CHLORO-1H-INDAZOLE
• 5-BROMO-3-CHLORO-1H-INDAZOLE
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• 6-BROMO-1H-INDOL-3-METHYLAMINE
• 3H-TRIAZOLO[4,5-B]PYRIDINE, 6-BROMO-
• 2H-Pyrrolo[2,3-b]pyridin-2-one,6-broMo-1,3-dihydro-
• 1H-Pyrazolo[3,4-b]pyridine, 6-broMo-
• ethyl 6-bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylate
• 1H-INDOLE-3-CARBOXYLIC ACID,6-BROMO-,METHYL ESTER
• 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 6-broMo-
• Tiotropium bromide
• 5-BROMO-1H-INDAZOL-3-YLAMINE
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• 3-Bromo-1H-indazol-6-ylamine ,97%
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