Synthesis and characterization of specified impurities of aceclofenac was written by Somashekar, P. L.;Pai, P. N. Sanjay;Rao, Gopalkrishna. And the article was included in Chemical Science Transactions in 2013.Computed Properties of C14H9Cl2NO This article mentions the following:
The present study aimed at synthesizing the process related potential impurities of aceclofenac. Aceclofenac is an orally administered benzeneacetic acid derivative with effects on a variety of inflammatory mediators. Process-related impurities of aceclofenac listed in the British Pharmacopoeia have been synthesized by modified methods and characterized by FT IR, MS and 1H NMR data. Impurity A [i.e., [2-[(2,6-dichlorophenyl)amino]phenyl]acetic acid (diclofenac)] was synthesized by acid hydrolysis of diclofenac sodium. Impurity B [i.e., Me [2-[(2,6-dichlorophenyl)amino]phenyl]acetate (Me ester of diclofenac)], impurity C [i.e., Et [2-[(2,6-dichlorophenyl)amino]phenyl]acetate (Et ester of diclofenac)], impurity D [i.e., Me [[[2-[(2,6-dichlorophenyl)amino]phenyl]acetyl]oxy]acetate (Me ester of aceclofenac)], impurity E [i.e., Et [[[2-[(2,6-dichlorophenyl)amino]phenyl]acetyl]oxy]acetate (Et ester of aceclofenac)] were synthesized by simple and convenient direct methylation and ethylation of diclofenac and aceclofenac resp. instead of a tedious esterification process. Impurity F [i.e., benzyl [[[2-[(2,6-dichlorophenyl)amino]phenyl]acetyl]oxy]acetate (benzyl ester of aceclofenac)] was synthesized by a condensation reaction of diclofenac sodium with benzyl bromoacetate. Impurity I [i.e., 1-(2,6-dichlorophenyl)-1,3-dihydro-2H-indol-2-one] was synthesized by an acid mediated cyclization of diclofenac. The present study has provided an efficient method for synthesis of process related aceclofenac impurities. The synthesis of the target compounds was achieved using 2-[(2,6-dichlorophenyl)amino]benzeneacetic acid carboxymethyl ester (Aceclofenac) also as a starting material. In the experiment, the researchers used many compounds, for example, 1-(2,6-Dichlorophenyl)-2-indolinone (cas: 15362-40-0Computed Properties of C14H9Cl2NO).
1-(2,6-Dichlorophenyl)-2-indolinone (cas: 15362-40-0) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Computed Properties of C14H9Cl2NO
Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles