4-Chloro-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 4-Chloro-1H-indole-2-carboxylic acid
• CAS No.: 24621-73-6
• Molecular Formula: C9H6ClNO2
• Molecular Weight: 195.605
• Hs Code.: 2933990090
• European Community (EC) Number: 246-364-6
• NSC Number: 148347
• DSSTox Substance ID: DTXSID60179367
• Nikkaji Number: J286.358H
• Wikidata: Q72452291
• ChEMBL ID: CHEMBL312668
• Mol file: 24621-73-6.mol

Synonyms:4-Chloro-1H-indole-2-carboxylic acid;24621-73-6;4-Chloroindole-2-carboxylic acid;MFCD02664470;EINECS 246-364-6;1H-Indole-2-carboxylic acid, 4-chloro-;4-chloro-1H-indole-2-carboxylicacid;NSC148347;1H-INDOLE-2-CARBOXYLIC ACID,4-CHLORO-;Oprea1_600492;SCHEMBL970309;CHEMBL312668;4-Chloroindole-2-carboxylicacid;DTXSID60179367;BBL012513;STK501548;AKOS000118422;NSC 148347;NSC-148347;SB36153;4-chlor-1H-indole-2-carbonsäure;AC-22700;BS-13791;SY035450;BB 0248956;CS-0054251;FT-0692436;EN300-15080;A817401;Z119989536;4-chloro-1H-indole-2-carboxylic acid;4-Chloroindole-2-carboxylic Acid;W6A

Chemical Property of 4-Chloro-1H-indole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 7.12E-09mmHg at 25°C
• Melting Point: 259-260 °C
• Refractive Index: 1.728
• Boiling Point: 449.7 ºCat 760 mmHg
• PKA: 4.24±0.30(Predicted)
• Flash Point: 225.8 ºC
• PSA: 53.09000
• Density: 1.548 g/cm³
• LogP: 2.51950
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 195.0087061
• Heavy Atom Count: 13
• Complexity: 222

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-1h-indole-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C(N2)C(=O)O)C(=C1)Cl

Technology Process of 4-Chloro-1H-indole-2-carboxylic acid

There total 5 articles about 4-Chloro-1H-indole-2-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:

(2-chloro-6-nitro-phenyl)-pyruvic acid (36892-19-0) → 4-chloro-1H-indole-2-carboxylic acid (24621-73-6)

Guidance literature:

With ammonium hydroxide; iron(II) hydroxide;

Reference yield:

6-chloro-2-nitrotoluene (83-42-1) → 4-chloro-1H-indole-2-carboxylic acid (24621-73-6)

Guidance literature:

Multi-step reaction with 3 steps

1: EtOK / ethanol / Heating

2: aq. HCl

3: FeSO₄/NH₃

With hydrogenchloride; potassium ethoxide; ammonia; iron(II) sulfate; In ethanol;

DOI:10.1021/jm00400a009

Reference yield:

6-chloro-2-nitrotoluene (83-42-1) → 4-chloro-1H-indole-2-carboxylic acid (24621-73-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanolic sodium ethylate

2: Fe(OH)2; aqueous NH₃

With ammonium hydroxide; iron(II) hydroxide; sodium ethanolate;

upstream raw materials:

(2-chloro-6-nitro-phenyl)-pyruvic acid

6-chloro-2-nitrotoluene

Downstream raw materials:

methyl 4-chloro-1H-indole-2-carboxylate

4-chloro-N-(trans-4-methylcyclohexyl)-1H-indole-2-carboxamide

4-chloro-N-(cis-4-methylcyclohexyl)-1H-indole-2-carboxamide

1-[4-chloro-1-(3-fluorophenyl)-1H-indol-2-yl]ethanamine