Diethyl 1H-indole-2,3-dicarboxylate

Base Information

• Chemical Name: Diethyl 1H-indole-2,3-dicarboxylate
• CAS No.: 128942-88-1
• Molecular Formula: C₁₄H₁₅NO₄
• Molecular Weight: 261.277
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70568405
• Nikkaji Number: J291.459J
• Wikidata: Q82454647
• Mol file: 128942-88-1.mol

Synonyms:Diethyl 1H-indole-2,3-dicarboxylate;128942-88-1;diethyl-4-1H-indole-2,3-dicarboxylate;2,3-diethyl 1H-indole-2,3-dicarboxylate;1H-Indole-2,3-dicarboxylic acid, 2,3-diethyl ester;diethyl-4-1H-indole-23-dicarboxylate;Diethyl1H-indole-2,3-dicarboxylate;1H-Indole-2,3-dicarboxylic acid, diethyl ester;SCHEMBL3276393;DTXSID70568405;AMY36654;AKOS015898396;diethyl 4-1H-indole-2,3-dicarboxylate;diethyl-4-1H-indole-2?3-dicarboxylate;DS-15426;CS-0151857;Diethyl 1H-indole-2 pound not3-dicarboxylate;C72177;1H-Indole-2,3-dicarboxylicacid,2,3-diethyl ester

Chemical Property of Diethyl 1H-indole-2,3-dicarboxylate

Chemical Property:

• Melting Point: 128-129 °C
• Refractive Index: 1.593
• Boiling Point: 390.789 °C at 760 mmHg
• PKA: 13.43±0.30(Predicted)
• Flash Point: 190.143 °C
• PSA: 68.39000
• Density: 1.24 g/cm³
• LogP: 2.52130
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 261.10010796
• Heavy Atom Count: 19
• Complexity: 344

Purity/Quality:

97% ^*data from raw suppliers

Diethyl1H-indole-2,3-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC2=CC=CC=C21)C(=O)OCC

Technology Process of Diethyl 1H-indole-2,3-dicarboxylate

There total 19 articles about Diethyl 1H-indole-2,3-dicarboxylate 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: 88.0%

Diethyl 2-(2-Iodophenyl)amino-2-butene-1,4-dioate (128942-86-9) → diethyl 1H-indole-2,3-dicarboxylate (128942-88-1)

Guidance literature:

With triethylamine; palladium diacetate; In N,N-dimethyl-formamide; at 120 ℃; for 3h;

DOI:10.1055/s-1990-26835

Reference yield: 77.0%

1-acetyl-2-phenylhydrazine (114-83-0) + but-2-enedioic acid diethyl ester (1520-50-9) → diethyl 1H-indole-2,3-dicarboxylate (128942-88-1)

Guidance literature:

With Cp*Rh(CH₃CN)₃(SbF₆)₂; sodium acetate; silver carbonate; In 1,2-dichloro-ethane; at 90 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.joc.0c01727

Reference yield: 75.0%

aniline (62-53-3) + acetylenedicarboxylic acid diethyl ester (762-21-0) → diethyl 1H-indole-2,3-dicarboxylate (128942-88-1)

Guidance literature:

With oxygen; palladium diacetate; Trimethylacetic acid; In N,N-dimethyl acetamide; at 20 - 120 ℃;

upstream raw materials:

Diethyl 2-(2-Iodophenyl)amino-2-butene-1,4-dioate

oxalyl dichloride

2-carbethoxyindole

ethanol