Cyano-(2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid

Base Information

• Chemical Name: Cyano-(2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid
• CAS No.: 54744-67-1
• Molecular Formula: C11H8N2O3
• Molecular Weight: 216.1928
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID70970069
• ChEMBL ID: CHEMBL33261
• Mol file: 54744-67-1.mol

Synonyms:54744-67-1;Cyano-(2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid;2-cyano-2-(2-oxoindolin-3-yl)acetic acid;2-cyano-2-(2-oxo-1,3-dihydroindol-3-yl)acetic acid;BRN 0217605;CHEMBL33261;2,3-Dihydro-alpha-cyano-2-oxo-1H-indole-3-acetic acid;1H-INDOLE-3-ACETIC ACID, 2,3-DIHYDRO-alpha-CYANO-2-OXO-;4-22-00-03285 (Beilstein Handbook Reference);Enamine_001201;Oprea1_842196;DTXSID70970069;HMS1397G13;BDBM50126789;AKOS000301492;AKOS022506341;SB65680;LS-82163;2-cyano-2-(2-oxoindolin-3-yl)aceticacid;2-(2-oxoindolin-3-yl)-2-cyanoacetic acid;Cyano(2-hydroxy-3H-indol-3-yl)acetic acid;SR-01000325023;SR-01000325023-1

Chemical Property of Cyano-(2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid

Chemical Property:

• Vapor Pressure: 1.28E-11mmHg at 25°C
• Boiling Point: 519.5°C at 760 mmHg
• Flash Point: 268°C
• PSA: 90.19000
• Density: 1.43g/cm³
• LogP: 1.08468
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 216.05349212
• Heavy Atom Count: 16
• Complexity: 371

Purity/Quality:

98%min ^*data from raw suppliers

Cyano-(2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C(=O)N2)C(C#N)C(=O)O

Technology Process of Cyano-(2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic acid

There total 4 articles about Cyano-(2-oxo-2,3-dihydro-1H-indol-3-yl)-acetic 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: 47.0%

Cyano-[2-oxo-1,2-dihydro-indol-(3E)-ylidene]-acetic acid → Oxindolyl-(3)-cyanessigsaeure (54744-67-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; atmospheric pressure;

DOI:10.1021/jm030762f

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → Oxindolyl-(3)-cyanessigsaeure (54744-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / Et₃N / dioxane / 20 °C

2: 47 percent / H₂ / Pd/C / ethanol / 20 °C / atmospheric pressure

With hydrogen; triethylamine; palladium on activated charcoal; In 1,4-dioxane; ethanol;

DOI:10.1021/jm030762f

Reference yield:

→ Oxindolyl-(3)-cyanessigsaeure (54744-67-1)

Guidance literature:

With palladium on activated charcoal; acetic acid; Hydrogenation;

upstream raw materials:

ethyl 2-cyano-2-(2-oxo-2,3-dihydro-1H-3-indolyl)acetate

indole-2,3-dione

Downstream raw materials:

(2,3-dihydro-2-oxo-1H-indol-3-yl)acetonitrile