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

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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)

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Safety

Hazard Codes: Xi
HazardClass: IRRITANT
HS Code: 2933998090

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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.

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N-Bromosuccinimide Price

TCI Chemical

Product number: N1036
Product name: 5-Nitro-1H-indole-2-carboxylic Acid
Purity: min. 97.0 %
Packaging: 1G
Price: $208
Updated: 2025/07/31

TRC

Product number: N496285
Product name: 5-Nitroindole-2-carboxylicAcid
Packaging: 100mg
Price: $75
Updated: 2021/12/16

Matrix Scientific

Product number: 012603
Product name: 5-Nitroindole-2-carboxylic acid
Purity: 98%
Packaging: 1g
Price: $29
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H55-1-W1
Product name: 5-Nitroindole-2-carboxylic acid
Packaging: 1g
Price: $36
Updated: 2021/12/16

ChemScene

Product number: CS-W019506
Product name: 5-Nitro-1H-indole-2-carboxylicacid
Purity: 98.47%
Packaging: 5g
Price: $73
Updated: 2021/12/16

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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

Preparation Products

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5-Nitroindole-2-carboxylic acid Suppliers

Austria 1 China 166 Europe 3 Germany 2 India 2 Japan 1 Slovakia 1 Switzerland 1 Ukraine 1 United Kingdom 15 United States 22 Global 215

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View Lastest Price from 5-Nitroindole-2-carboxylic acid manufacturers

Career Henan Chemical Co

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

16730-20-4, 5-Nitroindole-2-carboxylic acidRelated Search:

Indole 4-Nitrobenzoic acid Folic acid Indole-2-carboxylic acid 5-Nitroindole 3,5-Dimethylbenzoic acid 2-Nitrobenzoic acid EPA Indometacin NITROGEN DIOXIDE 5-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER 5-NITRO-3-PHENYL-1H-INDOLE-2-CARBOXYLIC ACID 4-NITROINDOLE-3-CARBOXYLIC ACID 7-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER 5-NITROINDOLE-3-CARBOXYLIC ACID 7-NITROINDOLE-2-CARBOXYLIC ACID,7-Nitroindole-2-carboxylic acid, 90-95% METHYL 5-NITRO-1H-INDOLE-2-CARBOXYLATE 7-METHOXY-5-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER

5-NITROINDOLE-2-CARBOXYLICAICD

2-Carboxy-5-nitro-1H-indole

5-NITRO-1H-INDOLE-2-CARBOXYLIC ACID

5-NITROINDOLE-2-CARBOXYLIC ACID

1H-INDOLE-2-CARBOXYLIC ACID, 5-NITRO-

5-Nitroindole-2-carboxylicacid,96%

16730-20-4

Indole/indoline/oxindole

Indole and Indoline

Indoles and derivatives

Indole

Organic acids

Indoles

Intermediates of Delavirdine

Boronic Acid

Heterocyclic Compounds