776-41-0

Basic information

• Product Name: Ethyl indole-3-carboxylate
• Synonyms: ETHYL INDOLE-3-CARBOXYLATE;INDOLE-3-CARBOXYLIC ACID ETHYL ESTER;1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER;3-CARBETHOXYINDOLE;RARECHEM AL BI 0095;SPECS AN-068/14539028;INDOLE-3-CARBOXYLIC ACID ETHYL ESTER(I3CAEt);lindole-3-ethylforMate
• CAS NO: 776-41-0
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.21
• EINECS: 1308068-626-2
• Product Categories: IndoleDerivative;Indole;Building Blocks;Heterocyclic Building Blocks;Indoles
• Mol File: 776-41-0.mol
• Article Data: 24

Chemical Properties

• Melting Point: 120-124 °C
• Boiling Point: 342.4 °C at 760 mmHg
• Flash Point: 160.9 °C
• Appearance: /Solid
• Density: 1.21 g/cm₃
• Vapor Pressure: 7.57E-05mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: 2-8°C
• PKA: 15.42±0.30(Predicted)
• CAS DataBase Reference: Ethyl indole-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl indole-3-carboxylate(776-41-0)
• EPA Substance Registry System: Ethyl indole-3-carboxylate(776-41-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 776-41-0(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

Uses

Different sources of media describe the Uses of 776-41-0 differently. You can refer to the following data:
1. Ethyl Indole-3-carboxylate is a compound that has been isolated from the south China sea sponge, Xetospongia testudinaria.
2. Reactant for preparation of:Indole-based heterocycles for synthesis of indole-based p38 inhibitors and graminesGlycine receptor ligandsInhibitors of Human 5-LipoxygenaseAntimicrobial agents

InChI:InChI=1/C11H11NO2/c1-2-14-11(13)9-7-12-10-6-4-3-5-8(9)10/h3-7,12H,2H2,1H3

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 59496-25-2 Indole-3-carbonyl chloride 
• 64-17-5 ethanol 
• 30030-90-1 2,2,2-trichloro-1-(1H-indol-3-yl)ethan-1-one 
• 352667-81-3 3-benzotriazol-1-yl-acrylic acid ethyl ester 
• 4504-12-5 ethyl 5-oxo-2-phenyl-2,5-dihydroisoxazole-4-carboxaldehyde 
• 623-73-4 diazoacetic acid ethyl ester 
• 529-23-7 o-aminobenzaldehyde 
• 31499-90-8 2,1-benzisoxazol-3(1H)-one 
• 771-50-6 1H-indole-3-carboxylic acid 
• 7664-41-7 ammonia 
• 75-03-6 ethyl iodide 
• 95-14-7 1,2,3-Benzotriazole 
• 623-47-2 propynoic acid ethyl ester 

Downstream Products

• 56559-61-6 ethyl 1-benzyl-1H-indole-3-carboxylate 
• 177200-90-7 N-Boc ethyl indole-3-carboxylate 
• 1154110-39-0 C₁₇H₁₆N₂O 
• 479595-34-1 2-(1H-indole-3-carbonyl)-N-(4-tolyl)hydrazinecarbothioamide 
• 891574-05-3 N-(4-chlorophenyl)-2-(1H-indole-3-carbonyl)hydrazinecarbothioamide 
• 436818-69-8 2-(1H-indole-3-carbonyl)-N-(4-methoxyphenyl)hydrazinecarbothioamide 
• 1396744-06-1 2-(1H-indole-3-carbonyl)-N-(4-(trifluoromethyl)phenyl)hydrazinecarbothioamide 
• 1396744-08-3 2-(1H-indole-3-carbonyl)-N-(3,4,5-trimethoxyphenyl)hydrazinecarbothioamide 
• 894231-58-4 2-(1H-indole-3-carbonyl)-N-(benzyl)hydrazinecarbothioamide 
• 894231-51-7 C₁₇H₁₆N₄OS 
• 891608-70-1 C₁₇H₁₅ClN₄OS 
• 1396744-12-9 C₂₃H₁₉ClN₄OS 
• 1396744-14-1 C₂₆H₂₅ClN₄O₄S 
• 1396744-16-3 N-[1-(4-methoxybenzyl)-1H-indol-3-ylcarbonyl]-N''-4-methoxyphenylthiosemicarbazide 

Relevant articles and documents

Convenient method of synthesizing 3-ethoxycarbonyl indoles

We have developed a convenient two-step procedure for the synthesis of 3-ethoxycarbonyl indoles from commercially available materials. The two-step procedure involves the synthesis of 2-aryl-3-hydroxypropenoic acid ester, followed by a catalytic reduction

A general and scalable synthesis of polysubstituted indoles

A consecutive 2-step synthesis of N-unprotected polysubstituted indoles bearing an electron-withdrawing group at the C-3 position from readily available nitroarenes is reported. The protocol is based on the [3,3]-sigmatropic rearrangement of N-oxyenamines generated by the DABCO-catalyzed reaction of N-arylhydroxylamines and conjugated terminal alkynes, and delivers indoles endowed with a wide array of substitution patterns and topologies.

Catalytic synthesis method of indole compounds

The invention discloses a catalytic synthesis method of indole compounds.The method includes the following steps of firstly, conducting stirring reaction on ortho-nitrostyrolene or derivatives of ortho-nitrostyrolene, bis(pinacolato)diboron, alkali and low-grade saturated monohydric alcohol under the atmosphere of nitrogen; secondly, cooling the reaction product in the first step to the room temperature, adding ethyl acetate to be sufficiently mixed, and washing with ethyl acetate after filtering; thirdly, spin-drying low-grade saturated monohydric alcohol in an organic phase of the material obtained in the second step, passing through a silica gel column, and drip washing the silica gel column with eluent composed of petroleum ether and ethyl acetate to obtain pure products, namely, the indole compounds.By means of the method, under the neutral conditions, bis(pinacolato)diboron low in price serves as the raw material, friendly low-grade saturated monohydric alcohol serves as the solvent, the indole compounds are obtained through simple operation, the raw materials are low in price and easy to obtain, efficiency and safety are high, and wide expandability and good industrial application prospects are achieved.