ChemicalBook > CAS DataBase List > 6-Bromo-5-nitro-1H-indazole

6-Bromo-5-nitro-1H-indazole

Product Name
6-Bromo-5-nitro-1H-indazole
CAS No.
1351813-02-9
Chemical Name
6-Bromo-5-nitro-1H-indazole
Synonyms
6-Bromo-5-nitro indazole;6-Bromo-5-nitro-1H-indazol;6-Bromo-5-nitro-2H-indazole;6-Bromo-5-nitro-1H-indazole;1H-Indazole, 6-bromo-5-nitro-
CBNumber
CB03126390
Molecular Formula
C7H4BrN3O2
Formula Weight
242.03
MOL File
1351813-02-9.mol
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6-Bromo-5-nitro-1H-indazole Property

Boiling point:
389.6±22.0 °C(Predicted)
Density 
1.965±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
10.49±0.40(Predicted)
Appearance
Light brown to orange Solid
InChI
InChI=1S/C7H4BrN3O2/c8-5-2-6-4(3-9-10-6)1-7(5)11(12)13/h1-3H,(H,9,10)
InChIKey
YZKXPWFCVVSHCK-UHFFFAOYSA-N
SMILES
N1C2=C(C=C([N+]([O-])=O)C(Br)=C2)C=N1
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
B702985
Product name
6-Bromo-5-Nitro-1h-Indazole
Packaging
10mg
Price
$45
Updated
2021/12/16
TRC
Product number
B702985
Product name
6-Bromo-5-Nitro-1h-Indazole
Packaging
50mg
Price
$155
Updated
2021/12/16
TRC
Product number
B702985
Product name
6-Bromo-5-Nitro-1h-Indazole
Packaging
100mg
Price
$220
Updated
2021/12/16
AK Scientific
Product number
1716DV
Product name
6-Bromo-5-nitro-1H-indazole
Packaging
100mg
Price
$278
Updated
2021/12/16
Matrix Scientific
Product number
182035
Product name
6-Bromo-5-nitro-1H-indazole
Purity
95%
Packaging
1g
Price
$743
Updated
2021/12/16
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6-Bromo-5-nitro-1H-indazole Chemical Properties,Usage,Production

Synthesis

679839-39-5

1351813-02-9

General procedure for the synthesis of 6-bromo-5-nitro-1H-indazole from 4-bromo-2-fluoro-5-nitrobenzaldehyde: First, potassium nitrate (0.55 g, 5.4 mmol) was dissolved in concentrated sulfuric acid (8 mL) and the solution was cooled to 0 °C. Subsequently, 4-bromo-2-fluorobenzaldehyde (1 g, 4.9 mmol) was added to this cooled solution. The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the mixture was slowly poured into ice water and the precipitate was collected by filtration. The resulting solid was washed sequentially with water and saturated aqueous sodium bicarbonate, followed by air drying to afford 4-bromo-2-fluoro-5-nitrobenzaldehyde (1.1 g, 90% yield). Next, the above product (0.1 g, 0.4 mmol) was dissolved in ethanol (5 mL) and hydrazine monohydrate (0.02 mL, 0.4 mmol) was added slowly and dropwise. The reaction mixture was heated to reflux at 80 °C for 8 hours. At the end of the reaction, it was cooled to room temperature and the solution was concentrated by evaporation under reduced pressure. The residue was dissolved in ethyl acetate and washed sequentially with water and saturated saline. The organic layer was dried with anhydrous sodium sulfate, filtered and evaporated under reduced pressure to give 6-bromo-5-nitro-1H-indazole (0.09 g, 95% yield). The product was characterized by NMR (300 MHz, DMSO): δ 13.71 (s, 1H), 8.61 (d, J = 3.1 Hz, 1H), 8.33 (s, 1H), 8.05 (s, 1H).

References

[1] Patent: WO2017/68064, 2017, A1. Location in patent: Page/Page column 196; 197
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 11, p. 4343 - 4356
[3] Patent: WO2015/104662, 2015, A1. Location in patent: Page/Page column 44
[4] Patent: US2016/326151, 2016, A1. Location in patent: Paragraph 0239; 0240

6-Bromo-5-nitro-1H-indazole Preparation Products And Raw materials

Raw materials

Preparation Products

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6-Bromo-5-nitro-1H-indazole Suppliers

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View Lastest Price from 6-Bromo-5-nitro-1H-indazole manufacturers

Career Henan Chemical Co
Product
6-Bromo-5-nitro-1H-indazole 1351813-02-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-07

1351813-02-9, 6-Bromo-5-nitro-1H-indazoleRelated Search:


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  • 1351813-02-9