Ethyl 5,6-dimethoxy-1H-indole-2-carboxylate

Base Information

• Chemical Name: Ethyl 5,6-dimethoxy-1H-indole-2-carboxylate
• CAS No.: 16382-18-6
• Molecular Formula: C13H15 N O4
• Molecular Weight: 249.266
• Hs Code.: 2933990090
• European Community (EC) Number: 240-430-8
• DSSTox Substance ID: DTXSID60167663
• Nikkaji Number: J286.877F
• Wikidata: Q83037076
• Mol file: 16382-18-6.mol

Synonyms:16382-18-6;Ethyl 5,6-dimethoxy-1H-indole-2-carboxylate;Ethyl 5,6-dimethoxyindole-2-carboxylate;1H-Indole-2-carboxylic acid, 5,6-dimethoxy-, ethyl ester;EINECS 240-430-8;5,6-dimethoxy-1H-indole-2-carboxylic acid ethyl ester;5,6-Dimethoxyindole-2-carboxylic acid ethyl ester;SCHEMBL214768;DTXSID60167663;MFCD00015457;AKOS022181114;BP-11273;DS-15167;CS-0131948;FT-0619828;O11800;Ethyl 5,6-dimethoxy-1H-indole-2-carboxylate #

Chemical Property of Ethyl 5,6-dimethoxy-1H-indole-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.22E-06mmHg at 25°C
• Melting Point: 176-178°C
• Boiling Point: 401°Cat760mmHg
• PKA: 14.94±0.30(Predicted)
• Flash Point: 196.3°C
• PSA: 60.55000
• Density: 1.22g/cm³
• LogP: 2.36180
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 249.10010796
• Heavy Atom Count: 18
• Complexity: 297

Purity/Quality:

97% ^*data from raw suppliers

Ethyl5,6-dimethoxy-1H-indole-2-carboxylate 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=CC(=C(C=C2N1)OC)OC

Technology Process of Ethyl 5,6-dimethoxy-1H-indole-2-carboxylate

There total 18 articles about Ethyl 5,6-dimethoxy-1H-indole-2-carboxylate 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: 74.0%

Ethyl isocyanoacetate (2999-46-4) + 2-bromo-4,5-dimethoxybenzaldehyde (5392-10-9) → 5,6-dimethoxy-1H-indole-2-carboxylic acid ethyl ester (16382-18-6)

Guidance literature:

With copper(l) iodide; caesium carbonate; In dimethyl sulfoxide; at 50 ℃; for 4h; Inert atmosphere;

DOI:10.1039/b918345k

Reference yield: 72.0%

ethyl 2-(4,5-dimethoxy-2-nitrobenzyl)-3-oxobutanoate → 5,6-dimethoxy-1H-indole-2-carboxylic acid ethyl ester (16382-18-6)

Guidance literature:

ethyl 2-(4,5-dimethoxy-2-nitrobenzyl)-3-oxobutanoate; With manganese(III) triacetate dihydrate; acetic acid; trifluoroacetic acid; cobalt(II) chloride; at 10 - 15 ℃; for 10h;

With palladium 10% on activated carbon; hydrogen; In methanol; at 25 ℃; for 3h;

DOI:10.1039/c4ob02441a

Reference yield: 71.0%

(Z)-2-(3,4-Dimethoxy-phenylamino)-3-dimethylamino-acrylic acid ethyl ester → 5,6-dimethoxy-1H-indole-2-carboxylic acid ethyl ester (16382-18-6)

Guidance literature:

With zinc(II) chloride; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1055/s-2006-933135

upstream raw materials:

ethyl 2-nitro-4,5-dimethoxycinnamate

2-oxo-propionic acid ethyl ester

ethyl iodide

ethanol

Downstream raw materials:

5,6-dimethoxy-3-phenylsulfanyl-1H-indole-2-carboxylic acid ethyl ester