1H-Indole-2-carboxylic acid, 3-(phenylsulfonyl)-, ethyl ester

Base Information

• Chemical Name: 1H-Indole-2-carboxylic acid, 3-(phenylsulfonyl)-, ethyl ester
• CAS No.: 158561-81-0
• Molecular Formula: C17H15NO4S
• Molecular Weight: 329.376
• Mol file: 158561-81-0.mol

Synonyms:

Chemical Property of 1H-Indole-2-carboxylic acid, 3-(phenylsulfonyl)-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Indole-2-carboxylic acid, 3-(phenylsulfonyl)-, ethyl ester

There total 5 articles about 1H-Indole-2-carboxylic acid, 3-(phenylsulfonyl)-, ethyl ester 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: 82.0%

2-carbethoxyindole (3770-50-1,117770-52-2) + benzenesulfonyl chloride (98-09-9) → ethyl 3-(phenylsulfonyl)-1H-indole-2-carboxylate (158561-81-0)

Guidance literature:

indium(III) bromide; In 1,2-dichloro-ethane; for 7.5h; Heating;

DOI:10.1016/S0040-4039(03)01507-7

Reference yield: 75.0%

ethyl 3-(phenylthio)-1H-indole-2-carboxylate (106184-17-2) → ethyl 3-(phenylsulfonyl)-1H-indole-2-carboxylate (158561-81-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 20 ℃; for 1.5h;

DOI:10.1021/jm0211063

Reference yield:

2-carbethoxyindole (3770-50-1,117770-52-2) → ethyl 3-(phenylsulfonyl)-1H-indole-2-carboxylate (158561-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / CH₂Cl₂ / 3.5 h / 20 - 45 °C

2: 3-chloroperoxybenzoic acid / CHCl₃ / 1.3 h / 20 °C

With boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform;

DOI:10.1021/jm049360d

upstream raw materials:

ethyl 3-(phenylthio)-1H-indole-2-carboxylate

2-carbethoxyindole

benzenesulfonyl chloride

N-(phenylthio)succinimide

Downstream raw materials:

3-(phenylsulfonyl)-1H-indole-2-carbohydrazide

Refernces

• 1、 De Martino, Gabriella,La Regina, Giuseppe,Coluccia, Antonio,Edler, Michael C.,Barbera, Maria Chiara,Brancale, Andrea,Wilcox, Elizabeth,Hamel, Ernest,Artico, Marino,Silvestri, Romano. "Arylthioindoles, potent inhibitors of tubulin polymerization". . p. 6120 - 6123. Retrieved 2007/10/03.
• 2、 Yadav,Reddy,Krishna,Swamy. "InBr3-catalyzed sulfonation of indoles: A facile synthesis of 3-sulfonyl indoles". . p. 6055 - 6058. Retrieved 2007/10/03.