5-Nitroindole-2-carboxylic acid
Uses- Product Name
- 5-Nitroindole-2-carboxylic acid
- CAS No.
- 16730-20-4
- Chemical Name
- 5-Nitroindole-2-carboxylic acid
- Synonyms
- 2-Carboxy-5-nitro-1H-indole;5-NITROINDOLE-2-CARBOXYLICAICD;5-NITROINDOLE-2-CARBOXYLIC ACID;5-Nitroindole-2-carboxylicacid,96%;5-NITRO-1H-INDOLE-2-CARBOXYLIC ACID;1H-INDOLE-2-CARBOXYLIC ACID, 5-NITRO-
- CBNumber
- CB7269932
- Molecular Formula
- C9H6N2O4
- Formula Weight
- 206.15
- MOL File
- 16730-20-4.mol
5-Nitroindole-2-carboxylic acid Property
- Melting point:
- >300°C
- Boiling point:
- 520.8±30.0 °C(Predicted)
- Density
- 1.632±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- form
- Solid
- pka
- 4.09±0.30(Predicted)
- Appearance
- Light yellow to brown Solid
- CAS DataBase Reference
- 16730-20-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- HazardClass
- IRRITANT
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- N1036
- Product name
- 5-Nitro-1H-indole-2-carboxylic Acid
- Purity
- min. 97.0 %
- Packaging
- 1G
- Price
- $208
- Updated
- 2025/07/31
- Product number
- N496285
- Product name
- 5-Nitroindole-2-carboxylicAcid
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 012603
- Product name
- 5-Nitroindole-2-carboxylic acid
- Purity
- 98%
- Packaging
- 1g
- Price
- $29
- Updated
- 2021/12/16
- Product number
- 4H55-1-W1
- Product name
- 5-Nitroindole-2-carboxylic acid
- Packaging
- 1g
- Price
- $36
- Updated
- 2021/12/16
- Product number
- CS-W019506
- Product name
- 5-Nitro-1H-indole-2-carboxylicacid
- Purity
- 98.47%
- Packaging
- 5g
- Price
- $73
- Updated
- 2021/12/16
5-Nitroindole-2-carboxylic acid Chemical Properties,Usage,Production
Uses
5-Nitroindole-2-carboxylic acid is an important pharmaceutical intermediate, especially as an intermediate in the preparation of drugs for treating AIDS.
Synthesis
16732-57-3
16730-20-4
General procedure for the synthesis of 5-nitroindole-2-carboxylic acid from ethyl 5-nitroindole-2-carboxylate: lithium hydroxide monohydrate (LiOH-H2O, 1.06 g, 46.2 mmol, 2.1 eq.) was added to ethyl 5-nitro-1H-indole-2-carboxylate (II, 5.15 g, 22 mmol, 1 eq.) in a suspension of a mixed solvent (180 mL) in a 1:1:2 ratio of tetrahydrofuran (THF), methanol (MeOH) and water (H2O) in a solvent mixture (180 mL) with a ratio of 1:1:2. The reaction mixture rapidly changed to a dark yellow color and was stirred continuously at 25 °C. After 30 min, the reactants were completely dissolved and the reaction was fully converted after 6 h. The reaction mixture was cooled to 0 °C and the reaction mixture was then converted to a dark yellow color with constant stirring. The reaction mixture was cooled to 0 °C and the pH was adjusted to 5 with 2N hydrochloric acid (HCl) to terminate the reaction. Subsequently, the organic volatiles were removed by evaporation under reduced pressure and filtered to give a white precipitate, which was dried to give the target product 5-nitroindole-2-carboxylic acid (III). The yield was 4.53 g (quantitative yield) in small scale experiments. In a 50 g scale reaction, the same procedure was followed to give 42.2 g of compound III in 96% yield. The product was analyzed by liquid chromatography-mass spectrometry (LCMS, HPLC method 2) and showed m/z 205 [MH]- (retention time 2.58 min). Nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 400 MHz, DMSO-d6) data were as follows: δ 2.59 (dd, J = 15.91, 5.67 Hz, 1H), 2.82 (dd, J = 15.97, 8.29 Hz, 1H), 3.58 (dd, J = 12.86, 5.67 Hz, 1H), 3.89 (dd, J = 13.35 , 4.08 Hz, 1H), 5.17-5.23 (m, 1H), 7.36 (s, 1H), 7.80 (d, J = 9.15 Hz, 1H), 8.15 (dd, J = 9.15, 2.32 Hz, 1H), 8.27 (d, J = 5.12 Hz, 1H), 8.72 (d, J = 2.32 Hz, 1H), 12.58 (br.s., 1H).
References
[1] Patent: WO2009/118411, 2009, A2. Location in patent: Page/Page column 37
[2] Patent: WO2004/56768, 2004, A2. Location in patent: Page 31; 78
[3] Patent: WO2006/10008, 2006, A1. Location in patent: Page/Page column 221
[4] Patent: WO2006/40180, 2006, A1. Location in patent: Page/Page column 99
[5] Patent: US9226970, 2016, B2. Location in patent: Page/Page column 40
5-Nitroindole-2-carboxylic acid Preparation Products And Raw materials
Raw materials
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View Lastest Price from 5-Nitroindole-2-carboxylic acid manufacturers
- Product
- 5-Nitroindole-2-carboxylic acid 16730-20-4
- Price
- US $3.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 200KG
- Release date
- 2020-01-07