5406-21-3

Usage

Uses

Used in Pharmaceutical Industry:
2-[(3-CHLOROPHENYL)AMINO]CARBONYL-BENZOIC ACID is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to form complex molecular structures that can target specific biological pathways. Its unique chemical properties allow it to be incorporated into a wide range of drug candidates, enhancing their therapeutic potential.
Used in Organic Synthesis:
In the field of organic synthesis, 2-[(3-CHLOROPHENYL)AMINO]CARBONYL-BENZOIC ACID is utilized as a valuable precursor for the creation of diverse organic compounds. Its reactivity and structural features make it suitable for various chemical reactions, leading to the development of new molecules with potential applications in various industries.
Used in Research and Development:
2-[(3-CHLOROPHENYL)AMINO]CARBONYL-BENZOIC ACID is employed as a research compound in academic and industrial laboratories. Its unique structure and properties make it an interesting subject for studying chemical reactions, exploring new synthetic routes, and investigating its potential applications in various fields, including material science and medicinal chemistry.

InChI:InChI=1/C14H10ClNO3/c15-9-4-3-5-10(8-9)16-13(17)11-6-1-2-7-12(11)14(18)19/h1-8H,(H,16,17)(H,18,19)

Upstream product

• 85-44-9 phthalic anhydride 
• 108-42-9 3-chloro-aniline 

Downstream Products

• 16082-71-6 N-(3-chlorophenyl)phthalimide 

Relevant academic research and scientific papers

Microwave assisted synthesis of N-Arylphthalamic acids with hyperlipidemic activity

A series of substituted N-arylphthalamic acids 3a-i has been synthesized by the reaction of phthalic anhydride 1 and aryl- or heterocyclic amines 2a-i, in the absence of solvents, in a domestic microwave oven. The formation of nine N-arylphthalamic acids was accomplished in 1-3 min giving excellent yields for compounds 3a-g, but moderate yield of compounds 3h and 3i, respectively. Compounds 3h and 3i are new. Interestingly, N-arylphthalamic acids 3a-i induced hyperlipidemia in Swiss white mice and also increased animals' body weight.

The cyclisation of substituted phthalanilic acids in acetic acid solution. A kinetic study of substituted N-phenylphthalimide formation

One novel and ten known substituted 3′- and 4′-phthalanilic acids have been prepared. These have been cyclised to two novel and nine known substituted N-phenylphthalimides by heating with glacial acetic acid. Both phthalanilic acids and imides have been characterised in detail and spectroscopic data are given. The kinetics of cyclisation for phthalanilic acids has been examined in detail, and it has emerged that a complex mechanism is operating. This initially involves a reversible, solvent assisted intramolecular nucleophilic attack by amide nitrogen on the carboxylic acid carbonyl. Clear evidence is seen for a long-lived intermediate as a precursor to imide formation. The observed kinetics are rationalised using a model of rapid pre-equilibration, followed by the slow breakdown of the intermediate to imide. Observed rate constants for pre-equilibration show a well behaved, linear Hammett plot (ρ = -1.1), whereas those for formation of imide do not.

Reaction of cyclic anhydrides with aromatic amines: Part I - Synthesis of anilinic acids from phthalic anhydride

Some unreported anilinic acids 5a-j and 7 have been synthesised and their spectral data reported. Their in vitro insecticidal screening as protectants of maize (Zea mays) against Sitophilus zeamais shows 2-(N-naphthylcarbamoyl)benzoic acid 7 to be the most active member of the series.