Uses
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
More
Less

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)
More
Less

Safety

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

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.

More
Less

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
More
Less

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

Preparation Products

More
Less

Ethyl 5-nitroindole-2-carboxylate Suppliers

Interchim S.A.
Tel
--
Fax
--
Email
interchim@interchim.com
Country
France
ProdList
6302
Advantage
76
More
Less

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:


  • LABOTEST-BB LT00441291
  • ETHYL 5-NITRO-1H-INDOLE-2-CARBOXYLATE
  • ETHYL 5-NITRO-2-CARBOXYLATE
  • ETHYL 5-NITROINDOLE-2-CARBOXYLATE
  • OXALIC ACID MONO-(N-METHYL)-AMIDE
  • ethyl-5-nitro-1h-indole-carboxylate
  • 2-(Ethoxycarbonyl)-5-nitro-1H-indole
  • 1-ethyl-5-nitro-1H-indole-2-carboxylate
  • 1H-Indole-2-carboxylic acid, 5-nitro-, ethyl ester
  • 5-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
  • Ethyl 5-Nitro Indole-2-Carbonate
  • 5-Nitroindole-2-Carboxylic
  • 5-Nitroindole-2-carboxylate
  • Ethyl 5-nitro-1H-indole-2-carboxylate ,98%
  • Ethyl 5-nitroindole-2-carboxylate,95%
  • Ethyl 5-nitro-1H-indole-2-carboxylate 98%
  • Ethyl 5-nitroindole-2-carboxylate in stock Factory
  • Ethyl5-nitroindole-2-carboxylate,97%
  • 1H-Indole-2-carboxylic acid, 5-nitro-, ethyl ester (9CI, ACI)
  • 5-nitro-1H-Indole-2-carboxylic acid ethyl ester (9CI ACI)
  • Ethyl 5-nitroindole-2-carboxylate 98%
  • Ethyl 5-nitro-1H-indol-2-carboxylate
  • 16732-57-3
  • C11H10N2O4
  • Indole