Ethyl 3-amino-1H-indole-2-carboxylate

Base Information

• Chemical Name: Ethyl 3-amino-1H-indole-2-carboxylate
• CAS No.: 87223-77-6
• Molecular Formula: C11H12 N2 O2
• Molecular Weight: 204.228
• Hs Code.: 2933990090
• European Community (EC) Number: 673-311-8
• DSSTox Substance ID: DTXSID80352690
• Nikkaji Number: J1.380.525C
• Wikidata: Q72472414
• Mol file: 87223-77-6.mol

Synonyms:Ethyl 3-amino-1H-indole-2-carboxylate;87223-77-6;3-Amino-1H-indole-2-carboxylic acid ethyl ester;ethyl 3-aminoindole-2-carboxylate;1H-Indole-2-carboxylic acid, 3-amino-, ethyl ester;MFCD00141060;Bionet2_000278;2-carbethoxy-3-aminoindole;3-Amino-2-carboethoxyindole;Oprea1_396376;Oprea1_568193;SCHEMBL4332747;DTXSID80352690;GQXOMZRZCLHBSH-UHFFFAOYSA-N;Ethyl 3-amino-2-indolecarboxylate;HMS1364M14;AMY31350;BBL005670;SC1971;STK830422;AKOS000562008;Ethyl3-amino-1H-indole-2-carboxylate;CCG-202982;BP-11336;SY079069;3-amino-2-indolecarboxylic acid ethyl ester;BB 0260984;CS-0061561;FT-0677025;1F-936;EN300-103218;J-520835;Z57063989;F2147-0578;InChI=1/C11H12N2O2/c1-2-15-11(14)10-9(12)7-5-3-4-6-8(7)13-10/h3-6,13H,2,12H2,1H

Chemical Property of Ethyl 3-amino-1H-indole-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.3E-06mmHg at 25°C
• Melting Point: 153-154°C
• Boiling Point: 400.1°C at 760 mmHg
• PKA: 15.70±0.30(Predicted)
• Flash Point: 195.8°C
• PSA: 68.11000
• Density: 1.288
• LogP: 2.50800
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

97% ^*data from raw suppliers

Ethyl3-Amino-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C2=CC=CC=C2N1)N

Technology Process of Ethyl 3-amino-1H-indole-2-carboxylate

There total 3 articles about Ethyl 3-amino-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: 69.5%

(2-cyanophenylamino)acetic acid ethyl ester (87223-76-5) → ethyl 3-amino-1H-indole-2-carboxylate (87223-77-6)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; water; acetonitrile;

Reference yield:

anthranilic acid nitrile (1885-29-6) → ethyl 3-amino-1H-indole-2-carboxylate (87223-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / NaHCO₃ / ethanol / 42 h / Heating

2: 50 percent / t-BuOK / tetrahydrofuran / 2 h

With potassium tert-butylate; sodium hydrogencarbonate; In tetrahydrofuran; ethanol;

Reference yield:

→ ethyl 3-amino-1H-indole-2-carboxylate (87223-77-6)

Guidance literature:

upstream raw materials:

(2-cyanophenylamino)acetic acid ethyl ester

anthranilic acid nitrile

Downstream raw materials:

3-{[1-(4-Trifluoromethyl-phenyl)-meth-(E)-ylidene]-amino}-1H-indole-2-carboxylic acid ethyl ester

3-{[1-(4-Benzyloxy-phenyl)-meth-(E)-ylidene]-amino}-1H-indole-2-carboxylic acid ethyl ester

3-(4-Phenyl-piperazin-1-ylazo)-1H-indole-2-carboxylic acid ethyl ester

3-{[1-(4-Phenoxy-phenyl)-meth-(E)-ylidene]-amino}-1H-indole-2-carboxylic acid ethyl ester