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
6-NITRO INDAZOLE-3-CARBOXALDEHYDE Property
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- Light brown to brown Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- N498080
- Product name
- 6-Nitro-1H-indazole-3-carbaldehyde
- Packaging
- 1mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- N498080
- Product name
- 6-Nitro-1H-indazole-3-carbaldehyde
- Packaging
- 2mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 126175
- Product name
- 6-Nitro-1H-indazole-3-carbaldehyde
- Purity
- >95%
- Packaging
- 1g
- Price
- $532
- Updated
- 2021/12/16
- Product number
- Z4586
- Product name
- 6-Nitro-1H-indazole-3-carbaldehyde
- Packaging
- 5g
- Price
- $859
- Updated
- 2021/12/16
- Product number
- 126175
- Product name
- 6-Nitro-1H-indazole-3-carbaldehyde
- Purity
- >95%
- Packaging
- 5g
- Price
- $1584
- Updated
- 2021/12/16
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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