Ethyl 5-nitroindole-2-carboxylate

Uses

Product Name: Ethyl 5-nitroindole-2-carboxylate
CAS No.: 16732-57-3
Chemical Name: Ethyl 5-nitroindole-2-carboxylate
Synonyms: LABOTEST-BB LT00441291;5-Nitroindole-2-Carboxylic;ETHYL 5-NITRO-2-CARBOXYLATE;5-Nitroindole-2-carboxylate;Ethyl 5-Nitro Indole-2-Carbonate;OXALIC ACID MONO-(N-METHYL)-AMIDE;ETHYL 5-NITROINDOLE-2-CARBOXYLATE;ethyl-5-nitro-1h-indole-carboxylate;2-(Ethoxycarbonyl)-5-nitro-1H-indole;Ethyl5-nitroindole-2-carboxylate,97%
CBNumber: CB4160292
Molecular Formula: C11H10N2O4
Formula Weight: 234.21
MOL File: 16732-57-3.mol

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Ethyl 5-nitroindole-2-carboxylate Property

Melting point:: 220-225 °C
Boiling point:: 376.52°C (rough estimate)
Density: 1.3240 (rough estimate)
refractive index: 1.5300 (estimate)
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
form: Powder
pka: 13.26±0.30(Predicted)
color: Yellow to brown
Water Solubility: negligible
CAS DataBase Reference: 16732-57-3(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38-41-36
Safety Statements: 24/25-39-26
HazardClass: IRRITANT
HS Code: 29349990

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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: E1176
Product name: Ethyl 5-Nitroindole-2-carboxylate
Packaging: 1G
Price: $122
Updated: 2025/07/31

TRC

Product number: E924890
Product name: Ethyl 5-Nitroindole-2-carboxylate
Packaging: 2.5g
Price: $120
Updated: 2021/12/16

Apolloscientific

Product number: OR2221
Product name: Ethyl5-nitro-1H-indole-2-carboxylate
Purity: 98%
Packaging: 10g
Price: $112
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0002644
Product name: ETHYL 5-NITROINDOLE-2-CARBOXYLATE
Purity: 95.00%
Packaging: 1G
Price: $130.2
Updated: 2021/12/16

Oakwood

Product number: 023382
Product name: Ethyl5-nitro-1H-indole-2-carboxylate
Packaging: 1g
Price: $14
Updated: 2021/12/16

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Ethyl 5-nitroindole-2-carboxylate Chemical Properties,Usage,Production

Uses

Ethyl 5-Nitroindole-2-carboxylate is used as a reagent in the synthesis of indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. Ethyl 5-Nitroindole-2-carboxylate is also a useful synthetic intermediate in the synthesis of Delavirdine which is a bisheteroarylpiperazine (BHAP) reverse transcriptase inhibitor.

Chemical Properties

yellow to brown powder

Uses

Ethyl 5-Nitroindole-2-carboxylate is used as a reagent in the synthesis of indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. Ethyl 5-Nitroindole-2-carboxylate is also a useful synthetic intermediate in the synthesis of Delavirdine (D230625) which is a bisheteroarylpiperazine (BHAP) reverse transcriptase inhibitor.

Synthesis

73647-04-8

16732-57-3

To a dry 500 mL three-necked flask, ethyl 2-[2-(4-nitrophenyl)hydrazinylidene]propionate (10 g, 0.042 mol) was added sequentially. Polyphosphoric acid (110 g) was slowly heated to 100 °C under mechanical stirring. The reaction was maintained at this temperature for 2 h. The progress of the reaction was monitored by thin layer chromatography (TLC). After confirming the completion of the reaction, the heating was stopped. The reaction mixture was cooled to room temperature and the reaction was quenched by slowly pouring it into a large amount of ice water. The precipitate was collected by filtration and the filter cake was washed with cold water. The resulting green solid product, ethyl 5-nitroindole-2-carboxylate, was dried in a vacuum drying oven to give 8.9 g in 90.2% yield.

References

[1] Patent: CN107739368, 2018, A. Location in patent: Paragraph 0036; 0038; 0040
[2] Synthesis, 1980, # 3, p. 222 - 223
[3] Patent: US9226970, 2016, B2. Location in patent: Page/Page column 39
[4] Journal of the American Chemical Society, 1958, vol. 80, p. 4621
[5] Farmaco, Edizione Scientifica, 1958, vol. 13, p. 105,109

Ethyl 5-nitroindole-2-carboxylate Preparation Products And Raw materials

Raw materials

Xylene Ethyl pyruvate Chloroform Polyphosphoric acid 4-Nitrophenylhydrazine Diisopropyl ether Magnesium sulfate

Preparation Products

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Ethyl 5-nitroindole-2-carboxylate Suppliers

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View Lastest Price from Ethyl 5-nitroindole-2-carboxylate manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: Ethyl 5-nitroindole-2-carboxylate 16732-57-3
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-19

Chemwill Asia Co.,Ltd.

Product: Ethyl 5-nitroindole-2-carboxylate in stock Factory 16732-57-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: TOP 3 Factory in China
Supply Ability: Top 3 largest production capacity Factory
Release date: 2019-04-03

Chemwill Asia Co.,Ltd.

Product: Ethyl 5-nitroindole-2-carboxylate in stock Factory 16732-57-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: TOP 3 Factory in China
Supply Ability: Top 3 largest production capacity Factory
Release date: 2019-04-03

16732-57-3, Ethyl 5-nitroindole-2-carboxylateRelated Search:

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Ethyl 5-nitroindole-2-carboxylate 98%

Ethyl 5-nitro-1H-indol-2-carboxylate

16732-57-3

C11H10N2O4

Indole