ChemicalBook > CAS DataBase List > 6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER

6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER

Product Name
6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
CAS No.
107516-75-6
Chemical Name
6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
Synonyms
Diethyl indole-2,6-dicarboxylate;Diethylindole-2,6-dicarboxylate,96%;Diethyl indole-2,6-dicarboxylate, 96%;1H-Indole-2,6-dicarboxylic acid diethyl ester;diethyl 1H-indole-2,6-dicarboxylate - [D81295];Indole-2,6-dicarboxylic acid diethyl ester, 96%;1H-Indole-2,6-dicarboxylic acid, 2,6-diethyl ester;6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
CBNumber
CB3116515
Molecular Formula
C14H15NO4
Formula Weight
261.27
MOL File
Mol file
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6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER Property

Melting point:
119-121℃
Boiling point:
420.2±25.0 °C(Predicted)
Density 
1.240±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
pka
13.84±0.30(Predicted)
Appearance
Light yellow to yellow Solid
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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

TRC
Product number
D679378
Product name
Diethyl1H-Indole-2,6-dicarboxylate
Packaging
10mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
9518AF
Product name
Diethylindole-2,6-dicarboxylate
Packaging
250mg
Price
$159
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0299098
Product name
6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
Purity
95.00%
Packaging
5MG
Price
$503.53
Updated
2021/12/16
Ambeed
Product number
A261523
Product name
Diethyl1H-indole-2,6-dicarboxylate
Purity
97%
Packaging
100mg
Price
$25
Updated
2021/12/16
Ambeed
Product number
A261523
Product name
Diethyl1H-indole-2,6-dicarboxylate
Purity
97%
Packaging
250mg
Price
$36
Updated
2021/12/16
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6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER Chemical Properties,Usage,Production

Uses

6-Ethoxycarbonylindole-2-carboxylic acid ethyl ester is utilized in medicinal chemistry for the design and development of new drugs.

Synthesis

861384-91-0

107516-75-6

Synthesis of diethyl 1H-indole-2,6-dicarboxylate (3): ethyl 4-(3-ethoxy-2,3-dioxopropyl)-3-nitrobenzoate (2) (8.5 g, 27.5 mmol) was suspended in acetic acid (75 mL) and heated to 75°C. After the solid was completely dissolved, water (56 mL) was slowly added, followed by activated zinc powder (17.9 g, 27.5 mmol). 27.5 mmol). The reaction temperature was maintained at 80°C with continuous stirring for 2 hours. Upon completion of the reaction, the mixture was cooled to room temperature, diluted with ethyl acetate (50 mL) and filtered through a diatomaceous earth pad. The filtrate was washed sequentially with water (2 x 100 mL), saturated sodium bicarbonate solution (2 x 100 mL) and brine (100 mL). The organic layer was dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford the yellow solid product 3 (6.0 g, 83% yield).1H NMR (500 MHz, DMSO-d6) δ 1.33 (m, 6H), 4.34 (m, 4H), 7.21 (s, 1H), 7.65 (d, J = 8.5 Hz, 1H), 7.75 (d, J = 8.5 Hz, 1H), 7.12 (s, 1H), 7.12 (s, 1H), 8.12 (s, 1H). 8.12 (s, 1H), 12.25 (s, 1H). Mass spectrum (MS) m/z (M-H): 259.9.

References

[1] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 00802; 00826
[2] Organic and Biomolecular Chemistry, 2015, vol. 13, # 9, p. 2588 - 2599
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 3, p. 938 - 941
[4] Patent: US2006/276453, 2006, A1. Location in patent: Page/Page column 32-33
[5] Patent: WO2011/71716, 2011, A1. Location in patent: Page/Page column 40-41

6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER Suppliers

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107516-75-6, 6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTERRelated Search:


  • 6-ETHOXYCARBONYLINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
  • Diethyl indole-2,6-dicarboxylate, 96%
  • Indole-2,6-dicarboxylic acid diethyl ester, 96%
  • 1H-Indole-2,6-dicarboxylic acid diethyl ester
  • 1H-Indole-2,6-dicarboxylic acid, 2,6-diethyl ester
  • Diethylindole-2,6-dicarboxylate,96%
  • diethyl 1H-indole-2,6-dicarboxylate - [D81295]
  • Diethyl indole-2,6-dicarboxylate
  • 107516-75-6
  • Indole/indoline/oxindole