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Description
TCI C2065 is 2-(3-Chloroanilino)benzoic Acid, an anthranilic acid derivative in which the amino group is substituted by a 3-chlorophenyl ring through a secondary amine bridge. This diphenylamine-2-carboxylate structure is the core scaffold of the fenamate family, which makes the compound highly useful as a non-heterocyclic building block in organic chemistry and medicinal chemistry laboratories. Starting from this material, researchers can construct a range of amide derivatives, esters, and fused ring systems, or use it directly as an intermediate in designing analogues of active compounds carrying different substitution patterns.
The advantage that makes this compound a preferred choice lies in the combination of three reactive functional groups within one small molecule: a carboxyl group that is ready to be activated into acyl derivatives, a secondary amine group that can be alkylated or acylated, and a chlorine atom on the aromatic ring that serves as a handle for palladium-catalysed cross-coupling reactions. The chlorine atom also modifies the electronic character and lipophilicity of the molecule, an important parameter when researchers are tuning the physicochemical properties of candidate compounds.
As an aromatic acid solid, the compound is stable under normal laboratory storage conditions and is straightforward to weigh and handle on the bench. In Indonesian laboratories it is typically used in university research groups, organic synthesis and medicinal chemistry laboratories, and R&D units that prepare fenamate-type analogues or other substituted benzoic acid derivatives. Its role is generally that of a starting material or intermediate within a multi-step synthetic route rather than a finished reagent used on its own.
Laboratory Applications
Fenamate analogue synthesis — the diphenylamine-2-carboxylate core is already assembled, so researchers can move directly to modifying the periphery instead of building the scaffold from scratch.
Amide and ester derivatisation — the free carboxyl group is readily activated into acyl derivatives, making this a convenient entry point for preparing libraries of related compounds for structure–activity studies.
Palladium-catalysed cross-coupling chemistry — the aromatic chlorine atom acts as a reliable handle for introducing new carbon substituents onto the ring under standard cross-coupling conditions.
Fused ring system construction — the adjacent carboxyl and secondary amine functionalities allow intramolecular cyclisation strategies that give access to condensed ring frameworks from a single precursor.
Medicinal chemistry intermediate work — the chlorine substituent shifts electronic character and lipophilicity, letting researchers tune the physicochemical profile of candidate compounds during optimisation.
Specifications
Brand: TCI (Tokyo Chemical Industry)
CAS Number: 13278-36-9
Chemical name: 2-(3-Chloroanilino)benzoic Acid
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Physical form: solid aromatic acid
Storage: keep in the tightly closed original container, in a cool, dry and well-ventilated place away from direct sunlight
Handling and Storage
Store this material in its tightly closed original container, in a cool, dry and well-ventilated area, protected from direct sunlight and away from sources of heat or ignition. Amber glass or the manufacturer's supplied packaging is suitable; keep the container sealed between uses to limit exposure to atmospheric moisture. As an aromatic acid, the compound should be segregated from strong bases and strong oxidising agents. Handle and weigh it inside a fume hood, and wear safety glasses, gloves and a laboratory coat to avoid skin, eye and respiratory contact. Clean weighing tools after use and dispose of residues and contaminated consumables in accordance with your institution's chemical waste procedures. Always consult the manufacturer's Safety Data Sheet before first use.
