6273-12-7

Basic information

• Product Name: 2-[[(2-CHLOROPHENYL)AMINO]CARBONYL]-BENZOIC ACID
• Synonyms: 2-[[(2-CHLOROPHENYL)AMINO]CARBONYL]-BENZOIC ACID;2'-CHLOROPHTHALANILIC ACID
• CAS NO: 6273-12-7
• Molecular Formula: C₁₄H₁₀ClNO₃
• Molecular Weight: 275.69
• Mol File: 6273-12-7.mol

Chemical Properties

• Melting Point: 147-148 °C
• Boiling Point: 380.4 °C at 760 mmHg
• Flash Point: 183.9 °C
• Appearance: /
• Density: 1.43 g/cm³
• Vapor Pressure: 1.82E-06mmHg at 25°C
• Refractive Index: 1.677
• PKA: 3.42±0.36(Predicted)
• CAS DataBase Reference: 2-[[(2-CHLOROPHENYL)AMINO]CARBONYL]-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[[(2-CHLOROPHENYL)AMINO]CARBONYL]-BENZOIC ACID(6273-12-7)
• EPA Substance Registry System: 2-[[(2-CHLOROPHENYL)AMINO]CARBONYL]-BENZOIC ACID(6273-12-7)

Safety Data

• Hazardous Substances Data: 6273-12-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2-[[(2-CHLOROPHENYL)AMINO]CARBONYL]-BENZOIC ACID is used as a chemical intermediate for the synthesis of various complex organic compounds. Its unique structure and functional groups make it a valuable building block in the creation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-[[(2-CHLOROPHENYL)AMINO]CARBONYL]-BENZOIC ACID is used as a key component in the development of new drugs. Its amide structure and aromatic nature allow for the formation of diverse molecular structures with potential therapeutic applications, such as analgesics, anti-inflammatory agents, or antimicrobial compounds.
Used in Research and Development:
2-[[(2-CHLOROPHENYL)AMINO]CARBONYL]-BENZOIC ACID is employed as a research compound in academic and industrial laboratories. Its reactivity and stability make it an interesting subject for studying chemical reactions, exploring new synthetic routes, and understanding the relationship between molecular structure and biological activity.
Used in Material Science:
In the field of material science, 2-[[(2-CHLOROPHENYL)AMINO]CARBONYL]-BENZOIC ACID is used as a precursor for the development of novel materials with specific properties. Its incorporation into polymers or other materials can lead to the creation of new materials with improved mechanical, thermal, or electrical properties, depending on the desired application.

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

Upstream product

• 85-44-9 phthalic anhydride 
• 95-51-2 o-chloroaniline 

Downstream Products

• 22698-95-9 N-(o-chlorophenyl)-phthalimide 
• 37896-13-2 2-(2-chlorophenyl)-3-hydroxyisoindolin-1-one 

Relevant articles and documents

Water mediated, environmentally friendly, step-wise, tandem & one-pot syntheses of 2-(1H-benzo[d]imidazole-2-yl)-N-arylbenzamides

Water mediated and environmentally friendly, step-wise, tandem & one-pot syntheses of 2-(1H-benzo[d]imidazole-2-yl)-N-arylbenzamide derivatives have been developed by simply combining phthalic anhydride, anilines and phenylenediammonium dihydrogenphosphate. This reaction has an easy workup, provides excellent yields, and uses water as the solvent which is considered to be relatively environmentally benign.

Aza-DielsAlder reaction between N-aryl-1-oxo-1H-isoindolium ions and tert-enamides: Steric effects on reaction outcome

The synthesis of 5-substituted 6,6a-dihydroisoindolo[2,1-a]quinolin-11(5H)- ones via [4 + 2] imino-DielsAlder cyclization from N-aryl-3- hydroxyisoindolinones and N-vinyl lactams under Lewis acid-catalysed anhydrous conditions is reported. Reactions of N-(2-substituted-aryl)-3- hydroxyisoindolinones with N-vinylpyrrolidone under identical conditions resulted in the formation of 2-(2-substitued-aryl)-3-(2-(2-oxopyrrolidin-1-yl) vinyl)isoindolin-1-one analogues indicating steric hinderance as the cause of deviation. The probable mechanism of the reaction based on the results from X-ray crystallography and molecular modelling is discussed.

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.

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.