2-(ethoxycarbonyl)-1H-indole-5-carboxylic acid

Base Information

• Chemical Name: 2-(ethoxycarbonyl)-1H-indole-5-carboxylic acid
• CAS No.: 138731-14-3
• Molecular Formula: C12H11NO4
• Molecular Weight: 233.22
• Hs Code.: 2933990090
• European Community (EC) Number: 831-011-6
• ChEMBL ID: CHEMBL503643
• DSSTox Substance ID: DTXSID70592508
• Pharos Ligand ID: PUXFZ5BTNKVF
• Wikidata: Q82486665
• Mol file: 138731-14-3.mol

Synonyms:2-(ethoxycarbonyl)-1H-indole-5-carboxylic acid;138731-14-3;2-ethoxycarbonyl-1H-indole-5-carboxylic acid;1H-INDOLE-2,5-DICARBOXYLIC ACID 2-ETHYL ESTER;2-(ethoxycarbonyl)indole-5-carboxylic acid;CHEMBL503643;MFCD09027048;2-ETHOXYCABONYL-5-INDOLE CARBOXYLIC ACID;2-ETHOXYCABONYL-5-INDOLECARBOXYLICACID;SCHEMBL1306748;DTXSID70592508;AC4092;BDBM50268451;STK695496;AKOS000161198;AB49136;NCGC00341253-01;BS-14093;DA-27708;PD180046;SY043081;CS-0074805;EN300-30540;2-(ethoxycarbonyl)-1H-indole-5-carboxylicacid;AB01332700-02;F2113-0653;Z300087860

Chemical Property of 2-(ethoxycarbonyl)-1H-indole-5-carboxylic acid

Chemical Property:

• PSA: 79.39000
• LogP: 2.04280
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 233.06880783
• Heavy Atom Count: 17
• Complexity: 318

Purity/Quality:

97% ^*data from raw suppliers

2-(Ethoxycarbonyl)-1H-indole-5-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(N1)C=CC(=C2)C(=O)O

Technology Process of 2-(ethoxycarbonyl)-1H-indole-5-carboxylic acid

There total 6 articles about 2-(ethoxycarbonyl)-1H-indole-5-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 44.0%

4-{N’-[1-ethoxycarbonyl-eth-(E)-ylidene]-hydrazino}-benzoic acid → 1H-indole-2,5-dicarboxylic acid 2-ethyl ester (138731-14-3)

Guidance literature:

With PPA; at 165 ℃; for 0.333333h;

DOI:10.1021/jm900409x

Reference yield:

oxalyl dichloride (79-37-8) + 2-carbethoxyindole (3770-50-1,117770-52-2) → 1H-indole-2,5-dicarboxylic acid 2-ethyl ester (138731-14-3)

Guidance literature:

oxalyl dichloride; With aluminum (III) chloride; In dichloromethane; for 0.5h;

2-carbethoxyindole; In dichloromethane; for 2h;

Reference yield:

→ 1H-indole-2,5-dicarboxylic acid 2-ethyl ester (138731-14-3)

Guidance literature:

With zinc(II) chloride; at 175 ℃;

DOI:10.1021/jo01132a001

upstream raw materials:

ethyl pyruvate 4-carboxyphenylhydrazone

4-Hydrazinobenzoic acid

oxalyl dichloride

2-carbethoxyindole

Downstream raw materials:

1H-indole-2,5-dicarboxylic acid

diethyl 1H-indole-2,5-dicarboxylate

5-amino-1H-indole-2-carboxylic acid

ethyl 5-amino-1H-indole-2-carboxylate