ChemicalBook > CAS DataBase List > Ethyl 5-nitroindole-2-carboxylate
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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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
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