1-(2,6-Dichlorophenyl)indole-2,3-dione

Base Information

• Chemical Name: 1-(2,6-Dichlorophenyl)indole-2,3-dione
• CAS No.: 24542-74-3
• Molecular Formula: C14H7Cl2NO2
• Molecular Weight: 292.121
• Hs Code.: 2933990090
• Mol file: 24542-74-3.mol

Synonyms:1-(2,6-Dichlorophenyl)indole-2,3-dione;1-(2,6-Dichlorophenyl)indoline-2,3-dione

Chemical Property of 1-(2,6-Dichlorophenyl)indole-2,3-dione

Chemical Property:

• Boiling Point: 438.3±55.0 °C(Predicted)
• PKA: -8.47±0.20(Predicted)
• PSA: 37.38000
• Density: 1.532±0.06 g/cm3(Predicted)
• LogP: 3.91940

Purity/Quality:

99% ^*data from raw suppliers

N-(2,6-Dichlorophenyl)isatin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(2,6-Dichlorophenyl)isatin can be obtained from 2,6-Dichloroiodobenzene (D434690) which is a reactant in the synthesis of 3-(phenoxy-phenyl-methyl)-pyrrolidines as potent and balanced norepinephrine and serotonin reuptake inhibitors. Also an impurity of Diclofenac (D436465).

Technology Process of 1-(2,6-Dichlorophenyl)indole-2,3-dione

There total 5 articles about 1-(2,6-Dichlorophenyl)indole-2,3-dione 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:

methanol (67-56-1) + diclofenac sodium (15307-79-6) → 1-(2,6-dichlorophenyl)indolin-2-one (15362-40-0) + 2-[(2,6-dichlorophenyl)amino]phenylacetic acid methyl ester (15307-78-5) + 1-(2,6-Dichlorphenyl)-2,3-indoldion (24542-74-3)

Guidance literature:

diclofenac sodium; With β‐cyclodextrin;

With water; at 19.85 ℃; for 17532h;

methanol;

Reference yield:

diclofenac sodium - β-cyclodextrin inclusion complex → 1-(2,6-dichlorophenyl)indolin-2-one (15362-40-0) + 1-(2,6-Dichlorphenyl)-2,3-indoldion (24542-74-3) + 2-[(2,6-dichlorophenyl)amino]benzyl alcohol (27204-57-5) + 4-chloro-10H-9-acridinone

Guidance literature:

at 79.85 ℃; for 17532h; Further Variations:; Temperatures; Kinetics; Activation energy; Thermodynamic data;

DOI:10.1211/0022357991776930

Reference yield:

diclofenac sodium (15307-79-6) → 1-(2,6-dichlorophenyl)indolin-2-one (15362-40-0) + 1-(2,6-Dichlorphenyl)-2,3-indoldion (24542-74-3) + 2-[(2,6-dichlorophenyl)amino]benzyl alcohol (27204-57-5) + 4-chloro-10H-9-acridinone

Guidance literature:

at 79.85 ℃; for 17532h; Further Variations:; Temperatures; Kinetics; Activation energy; Thermodynamic data;

DOI:10.1211/0022357991776930

upstream raw materials:

[(2,6-Dichloro-phenyl)-phenyl-amino]-oxo-acetyl chloride

diclofenac sodium

methanol

N-phenyl-2,6-dichloroaniline

Downstream raw materials:

diclofenac sodium

ethyl 2-(2,6-dichloroanilino)phenylglycolate

methyl 2-(2,6-dichloroanilino)phenylglycolate

ethyl 2-(2,6-dichloroanilino)phenylglyoxylate

Refernces

• 1、 Hladon, Teresa,Cwiertnia. "The effect of humidity on the stability of diclofenac sodium in inclusion complex with β-cyclodextrin in the solid state". . p. 943 - 944. Retrieved 2007/10/03.