5-cyano-1H-indole-3-carboxylic Acid

Base Information

• Chemical Name: 5-cyano-1H-indole-3-carboxylic Acid
• CAS No.: 174500-89-1
• Molecular Formula: C10H6N2O2
• Molecular Weight: 186.17
• DSSTox Substance ID: DTXSID801293676
• Nikkaji Number: J3.121.687G
• Mol file: 174500-89-1.mol

Synonyms:5-cyano-1H-indole-3-carboxylic Acid;174500-89-1;1H-Indole-3-carboxylic acid, 5-cyano-;SCHEMBL1434181;DTXSID801293676;5-cyano-1H-indole-3-carboxylicAcid;MFCD09954958;AKOS006314129;AS-84613;CS-0183249;P18649;EN300-2629685;Z1198266516

Chemical Property of 5-cyano-1H-indole-3-carboxylic Acid

Chemical Property:

• Boiling Point: 509.0±30.0 °C(Predicted)
• PSA: 76.88000
• Density: 1.49±0.1 g/cm3(Predicted)
• LogP: 1.73778
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 186.042927438
• Heavy Atom Count: 14
• Complexity: 294

Purity/Quality:

97% ^*data from raw suppliers

5-Cyano-1H-indole-3-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C#N)C(=CN2)C(=O)O

Technology Process of 5-cyano-1H-indole-3-carboxylic Acid

There total 3 articles about 5-cyano-1H-indole-3-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: 90.0%

1H-indole-5-carbonitrile (15861-24-2,142396-06-3) + carbon dioxide (124-38-9,18923-20-1) → 5-cyanoindole-3-carboxylic acid (174500-89-1)

Guidance literature:

With lithium tert-butoxide; In N,N-dimethyl-formamide; at 100 ℃; for 24h; under 760.051 Torr;

DOI:10.3987/COM-14-S(K)94

Reference yield:

3-formyl-1H-indole-5-carbonitrile (17380-18-6) → 5-cyanoindole-3-carboxylic acid (174500-89-1)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate;

DOI:10.1016/0960-894X(95)00563-9

Reference yield:

1H-indole-5-carbonitrile (15861-24-2,142396-06-3) → 5-cyanoindole-3-carboxylic acid (174500-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃

2: NaClO₂, NaH₂PO₄

With sodium chlorite; sodium dihydrogenphosphate; trichlorophosphate;

DOI:10.1021/jm970020k

upstream raw materials:

3-formyl-1H-indole-5-carbonitrile

1H-indole-5-carbonitrile

carbon dioxide

Downstream raw materials:

1H-indole-5-carbonitrile