ChemicalBook > CAS DataBase List > 6-NITRO INDAZOLE-3-CARBOXALDEHYDE

6-NITRO INDAZOLE-3-CARBOXALDEHYDE

Product Name
6-NITRO INDAZOLE-3-CARBOXALDEHYDE
CAS No.
315203-37-3
Chemical Name
6-NITRO INDAZOLE-3-CARBOXALDEHYDE
Synonyms
6-NITRO-3-CARBOXALDEHYDE;6-NITRO INDAZOLE-3-CARBOXALDEHYD;6-NITRO INDAZOLE-3-CARBOXALDEHYDE;6-NITRO-1H-INDAZOLE-3-CARBALDEHYDE;6-nitro-2H-indazole-3-carbaldehyde;6-NITRO-1H-INDAZOLE-3-CARBOXALDEHYDE;6-nitro-2H-indazole-3-carboxaldehyde;6-Nitro-1H-indazole-3-carboxyaldehyde;1H-Indazole-3-carboxaldehyde, 6-nitro-
CBNumber
CB4193500
Molecular Formula
C8H5N3O3
Formula Weight
191.14
MOL File
315203-37-3.mol
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6-NITRO INDAZOLE-3-CARBOXALDEHYDE Property

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Appearance
Light brown to brown Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
N498080
Product name
6-Nitro-1H-indazole-3-carbaldehyde
Packaging
1mg
Price
$45
Updated
2021/12/16
TRC
Product number
N498080
Product name
6-Nitro-1H-indazole-3-carbaldehyde
Packaging
2mg
Price
$60
Updated
2021/12/16
Matrix Scientific
Product number
126175
Product name
6-Nitro-1H-indazole-3-carbaldehyde
Purity
>95%
Packaging
1g
Price
$532
Updated
2021/12/16
AK Scientific
Product number
Z4586
Product name
6-Nitro-1H-indazole-3-carbaldehyde
Packaging
5g
Price
$859
Updated
2021/12/16
Matrix Scientific
Product number
126175
Product name
6-Nitro-1H-indazole-3-carbaldehyde
Purity
>95%
Packaging
5g
Price
$1584
Updated
2021/12/16
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6-NITRO INDAZOLE-3-CARBOXALDEHYDE Chemical Properties,Usage,Production

Synthesis

4769-96-4

315203-37-3

The general procedure for the synthesis of 6-nitro-indazole-3-carboxaldehyde from 6-nitroindole was as follows: in a 500 mL round-bottomed flask equipped with a stirrer, sodium nitrite (NaNO2, 6.38 g, 92.5 mmol) and distilled water (150 mL) were added sequentially. 6-Nitroindole (5.15 g, 31.7 mmol) was slowly added to the above solution at 20°C, followed by vigorous stirring of the reaction mixture until a homogeneous suspension was formed (about 5 min). 6 M hydrochloric acid (HCl, 14 mL) was added dropwise to this bright yellow suspension through the addition funnel over 30 min. After the dropwise addition, the reaction temperature was maintained at 20°C and the reaction mixture continued to be stirred for 90 minutes. During the reaction, a small sample of the reaction solution was taken, filtered, and the precipitate was dissolved in a minimal amount of high-performance liquid chromatography (HPLC)-grade acetonitrile (MeCN) and analyzed by liquid chromatography-mass spectrometry (LC-MS) to confirm completion of the reaction. Upon completion of the reaction, the reaction mixture was vacuum filtered, the precipitate was collected, and the precipitate was washed with additional distilled water (50 mL). The washed precipitate was dried to afford the target product 6-nitro-indazole-3-carbaldehyde (1.37 g, 77% yield) as an orange solid. Melting point: 120-160°C (color changed from orange to brown), decomposed above 200°C; LC/MS retention time (tR) = 2.40 min (Method A); mass-to-charge ratio (m/z) = 190.05 (MH+); 1H NMR (400 MHz, DMSO-d6) δ = 10.22 (s, 1H), 8.57 (d, J = 1.5 Hz , 1H), 8.29 (dd, J = 0.5, 8.9 Hz, 1H), 8.13 (dd, J = 2.0, 8.9 Hz, 1H); 13C NMR (100 MHz, DMSO-d6) δ = 187.7, 146.9, 124.0, 122.4, 118.7, 108.6.

References

[1] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 9, p. 2514 - 2529
[2] RSC Advances, 2018, vol. 8, # 24, p. 13121 - 13128
[3] Journal of Medicinal Chemistry, 2001, vol. 44, # 7, p. 1021 - 1024

6-NITRO INDAZOLE-3-CARBOXALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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6-NITRO INDAZOLE-3-CARBOXALDEHYDE Suppliers

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