5-chloro-3-phenylthioindole-2-carboxamide

Base Information

• Chemical Name: 5-chloro-3-phenylthioindole-2-carboxamide
• CAS No.: 148473-16-9
• Molecular Formula: C15H11 Cl N2 O S
• Molecular Weight: 302.784
• Mol file: 148473-16-9.mol

Synonyms:5-Chloro-3-phenylthioindole-2-carboxamide;L 734005

Chemical Property of 5-chloro-3-phenylthioindole-2-carboxamide

Chemical Property:

• Vapor Pressure: 1.99E-12mmHg at 25°C
• Melting Point: 212-213 °C
• Boiling Point: 556.7°Cat760mmHg
• PKA: 13.49±0.30(Predicted)
• Flash Point: 290.5°C
• PSA: 85.17000
• Density: 1.47g/cm³
• LogP: 4.95560

Purity/Quality:

95+% ^*data from raw suppliers

5-CHLORO-3-(PHENYLTHIO)-1H-INDOLE-2-CARBOXAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-chloro-3-phenylthioindole-2-carboxamide

There total 8 articles about 5-chloro-3-phenylthioindole-2-carboxamide 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: 97.0%

5-chloro-1H-indole-2-carboxamide (21109-01-3) + thiophenol (108-98-5) → 5-chloro-3-(phenylthio)-1H-indole-2-carboxamide (148473-16-9)

Guidance literature:

With manganese(IV) oxide; iodine; oxygen; at 120 ℃; for 48h; Schlenk technique;

DOI:10.1002/adsc.202000291

Reference yield: 73.0%

5-chloro-3-phenylthioindole-2-carboxylic acid (118427-38-6) → 5-chloro-3-(phenylthio)-1H-indole-2-carboxamide (148473-16-9)

Guidance literature:

With ammonia; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide;

DOI:10.1021/jm00061a022

Reference yield: 51.0%

methyl 3-(phenylthio)-5-chloro-1H-indole-2-carboxylate (148473-24-9) → 5-chloro-3-(phenylthio)-1H-indole-2-carboxamide (148473-16-9)

Guidance literature:

With ammonium hydroxide; ammonium chloride; at 100 ℃;

DOI:10.1021/jm0211063

upstream raw materials:

5-chloro-3-phenylthioindole-2-carboxylic acid

methyl 3-(phenylthio)-5-chloro-1H-indole-2-carboxylate

5-chloro-1H-Indole-2-carboxylic acid

diphenyldisulfane

Downstream raw materials:

5-chloro-3-(phenyl)sulfonyl-1H-indole-2-carboxamide

Refernces

• 1、 Silvestri, Romano,De Martino, Gabriella,La Regina, Giuseppe,Artico, Marino,Massa, Silvio,Vargiu, Laura,Mura, Massimo,Loi, Anna Giulia,Marceddu, Tiziana,La Colla, Paolo. "Novel indolyl aryl sulfones active against HIV-1 carrying NNRTI resistance mutations: Synthesis and SAR studies". . p. 2482 - 2493. Retrieved 2007/10/03.
• 2、 Williams,Ciccarone,MacTough,Rooney,Balani,Condra,Emini,Goldman,Greenlee,Kauffman,O'Brien,Sardana,Schleif,Theoharides,Anderson. "5-Chloro-3-(phenylsulfonyl)indole-2-carboxamide: A novel, non-nucleoside inhibitor of HIV-1 reverse transcriptase". . p. 1291 - 1294. Retrieved 2007/10/02.