1 2,5-Dichlorobenzoic acid

Complete chirality transfer has been observed in the intramolecular allyla-tion of an alcohol with the activated allylic ester of 2,6-dichlorobenzoic acid 338 to give the 2-substituted tetrahydrofuran 339[208]. 

Dichlorobenzoic acid [51-44-5] M 191.0, m 206-207 , pK 3.64. Crystd from aqueous EtOH (charcoal) or acetic acid. 

Diuretic activity can be retained in the face of replacement of one of the sulfonamide groups by a carboxylic acid or amide. Reaction of the dichlorobenzoic acid, 174, with chlorsulfonic acid gives the sulfonyl chloride, 175 this is then converted to the amide (176). Reaction of that compound with furfuryl ine leads to nucleophilic aromatic displacement of the highly activated chlorine at the 2 position. There is thus obtained the very potent diuretic furosemide (177). ... 

Flufenamic acid (162) is a reasonably well-established NSAID (Non Steroidal Anti Inflammatory Drug). Alkylation of its potassiuni salt with the hydroxyethyl ethyl ether of ethylenechlo-rohydrin affords the latendated derivative etofenamate (163) [41]. Antiinflammatory activity is apparently retained when both rings in the fenamate series carry carboxyl groups. Thus, condensation of dichlorobenzoic acid 164 with anthranilic acid (165) by means of nucleophilic aromatic... 

Romanov V, RP Hausinger (1996) NADPH-dependent reductive ortho dehalogenation of 2,4-dichlorobenzoic acid in Corynebacterium sepedonicum KZ-4 and coryneform bacterium strain NTB-1 via 2,4-dichlo-robenzoyl coenzyme A. J Bacteriol 178 2656-2661. 

Parallel with the developments in the benzamide area, progress was also made in several nonbenzamide series of compounds. MDL 72222 (26) [20], atropine ester of 3,5-dichlorobenzoic acid, was the first selective 5-HT3 receptor antagonist and a potent antagonist of cisplatin-induced emesis in the ferret [21]. ICS 205-930 (27) [22,23 ], the tropine ester of 3-indolecarboxylic acid, exhibited similar pharmacological and antiemetic profiles. 

Others phenol, 4-chlorophenol, 4-nitrophenol, chlorobenzene, 1,2- and 1,4-dichlorobenzene, 3,5-dichlorobenzoic acid, PCP, diphenylmethane, and NTA. 

Thirty-eight grams (0.1 mole) of bis-3,4-dichlorobenzoyl peroxide (Note 1) is added to a boiling solution of 3 g. of >re-dinitro-benzene in 800 ml. of dry reagent grade benzene contained in a 1-1. round-bottomed flask, and the resulting solution is boiled under reflux for 40 hours. The solvent is then distilled from the red solution until the residual volume is about 200 ml. (Note 2), and the mixture is allowed to cool. The 3,4-dichlorobenzoic acid... 

Solvent removal may conveniently be carried out with a rotary evaporator to obviate bumping caused by separation of the dichlorobenzoic acid from the boiling solution. 

Amino-3-chlorobenzoic acid, see 4-Amlno-3.5-dichlorobenzoic acid... 

Benzoic acid, see Anthracene, Biphenyl, 2-Bromobenzoic acid, 2-Bromobenzoic acid, 4-Bromobenzoic acid, 2-Chlorobenzoic acid, 3-Chlorobenzoic acid, 3,5-Dichlorobenzoic acid, Di-n-butyl phthalate, Dicamba, Ethylbenzene, Fluoranthene, 3-Iodobenzoic acid. Naphthalene, Styrene, Permethrin, Toluene, 2,3,6-Trichlorobenzoic acid, oXylene, ro-Xylene, p-Xylene... 

Methamidophos, see Acephate Methane, see Acetaldehyde, Benzoic acid, 7 Bromobenzoic acid. 3-Bromobenzoic acid. 4-Bromobenzoic acid. Bromoform, Carbatyl, Catechol, 2-Chlorobenzoic acid. 3-Chlorobenzoic acid. Chloroform, Dibromochloromethane, 2,5-Dichlorobenzoic acid. 1,2-Dichloroethane, Ethylamine, Ethyl bromide. Ethylene dibromide, Ethylenimine, Formic acid, Hydroqninone, 4 Hvdroxvbenzoic acid. Indole, 2-Iodobenzoic acid. 3 lodobenzoic acid. Methyl bromide, 4-Iodobenzoic acid. 2-Methylphenol, 4-Methylphenol, Phenol, Prorocatechuic acid. Svringic acid. Svringaldehvde. TCDD, Tetrachloroethylene, Toluene, Trichloroethylene, Vanillin. Vanillic acid. Vinyl chloride... 

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