1H-Indole-2-carboxylic acid, 4,6-dichloro-3-formyl-1-[(4-methylphenyl)sulfonyl]-, ethyl ester

Base Information

• Chemical Name: 1H-Indole-2-carboxylic acid, 4,6-dichloro-3-formyl-1-[(4-methylphenyl)sulfonyl]-, ethyl ester
• CAS No.: 179106-92-4
• Molecular Formula: C19H15Cl2NO5S
• Molecular Weight: 440.304
• Mol file: 179106-92-4.mol

Synonyms:3-Formyl-1-p-toluenesulfonyl-2-carboethoxy-4,6-dichloroindole;4,6-Dichloro-3-formyl-1-(toluene-4-sulfonyl)-1H-indole-2-carboxylic acid ethyl ester;

Chemical Property of 1H-Indole-2-carboxylic acid, 4,6-dichloro-3-formyl-1-[(4-methylphenyl)sulfonyl]-, ethyl ester

Chemical Property:

• Melting Point: 189-191 °C (decomp)
• Boiling Point: 634.2±65.0 °C(Predicted)
• PSA: 90.82000
• Density: 1.45±0.1 g/cm3(Predicted)
• LogP: 5.56350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole-2-carboxylic acid, 4,6-dichloro-3-formyl-1-[(4-methylphenyl)sulfonyl]-, ethyl ester

There total 4 articles about 1H-Indole-2-carboxylic acid, 4,6-dichloro-3-formyl-1-[(4-methylphenyl)sulfonyl]-, 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: 84.0%

p-toluenesulfonyl chloride (98-59-9) + ethyl-3-formyl-4,6-dichloro-indole-2-carboxylate (153435-96-2) → 4,6-dichloro-3-formyl-1-(toluene-4-sulfonyl)-1H-indole-2-carboxylic acid ethyl ester (179106-92-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

DOI:10.1021/jm0491849

Reference yield:

1,1-dichloroethane (75-34-3) + p-toluenesulfonyl chloride (98-59-9) + ethyl-3-formyl-4,6-dichloro-indole-2-carboxylate (153435-96-2) → 4,6-dichloro-3-formyl-1-(toluene-4-sulfonyl)-1H-indole-2-carboxylic acid ethyl ester (179106-92-4)

Guidance literature:

With potassium carbonate; In N-methyl-acetamide; water;

Reference yield:

4,6-dichloro-indole-2-carboxylic acid,ethyl ester (53995-82-7) → 4,6-dichloro-3-formyl-1-(toluene-4-sulfonyl)-1H-indole-2-carboxylic acid ethyl ester (179106-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 64.7 percent / POCl₃ / CH₂Cl₂ / 2.5 h / Heating

2: 84 percent / K₂CO₃ / dimethylformamide / 0.5 h / 20 °C

With potassium carbonate; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm0491849

upstream raw materials:

p-toluenesulfonyl chloride

ethyl-3-formyl-4,6-dichloro-indole-2-carboxylate

4,6-dichloro-indole-2-carboxylic acid,ethyl ester

1,1-dichloroethane

Downstream raw materials:

(E)-4,6-dichloro-3-(2-phenyl-2-carboxyethenyl)indole-2-carboxylic acid

C₃₈H₄₄Cl₂N₂O₈SSi

4,6-dichloro-3-(2-phenethylcarbamoyl-2-phenyl-vinyl)-1-(toluene-4-sulfonyl)-1H-indole-2-carboxylic acid ethyl ester

3-(2-tert-butoxycarbonyl-2-naphthalen-1-yl-vinyl)-4,6-dichloro-1-(toluene-4-sulfonyl)-1H-indole-2-carboxylic acid ethyl ester