3D-HAA49907 - 4-chloro-2-methylbenzoic-acid

Applications Dehydroxy-(2-methyl-4-(2-methylbenzamido)benzoate) Tolvaptan is the impurity of the drug Tolvaptan (T536650), which is a selective, competitive arginine vasopressin V2 receptor antagonist used to treat hyponatremia (low blood sodium levels) associated with congestive heart failure, cirrhosis, and the syndrome of inappropriate antidiuretic hormone (SIADH).
References Paterna, S., et al.: Eur. J. Heart Fail, 2, 305 (2000); Udelson, J., et al.: Circulation, 104, 2417 (2001); Goldsmith, S., et al.: J. Am. Coll Cardiol., 46, 1785 (2005); Schrier, R., et al.: N. Engl. J. Med., 355, 2099 (2006);

2-Chloro-4-methylbenzoic acid is a divalent aromatic organic compound that is used in the production of other chemicals, such as 2,4-dichlorophenoxyacetic acid and nitrophenols. It can be produced by reacting phosphorus pentachloride with an aryl halide in an organic solvent. The reaction is exothermic and can be carried out at temperatures ranging from -50°C to 100°C. The product is purified by fractional distillation or crystallization. This compound also reacts with copper (II) salt to form copper (II) chloride and 2-chloro-4-methylphenol, which are then reacted with phenoxy and mercapto group in the presence of ammonia to produce 2-chloro-4-(2'-mercaptopropionyl)benzoic acid.

Ethyl 2-(2-oxocyclopentyl)acetate is a chiral compound with a boiling point of 78°C. It can be synthesized by the reaction of ethyl formate and cyclopentanol. This process is catalyzed by zirconium chloride and diethylene glycol. The yield of this process is high, and the product has a high enantiopurity. This organic compound is used as an intermediate in organic synthesis, specifically as an activating reagent that promotes nucleophilic attack on carbonyl groups in various substrates. It also has been used to produce ethyl 4-chloro-3-methylbenzoate and ethyl 4-chloro-3-methylbenzoic acid, which are used in the synthesis of drugs such as clozapine and lorazepam.