Verfahren zur Herstellung von Estern von Dicarbonsäuremonochloriden

• Main Authors: BEER,LUDWIG,DR, METZGER,HORST,DR
• Format: Patent
• Language: German
• Published: 15.05.1968
• Edition: 1
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; APPARATUS THEREFOR; CHEMISTRY; GENERAL METHODS OF ORGANIC CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

The invention comprises acid derivatives of formula R1-CO-(CR2)xO -(CR2)y-CO-Cl in which R1 denotes an alkoxy, aryloxy, amino, hydrazino or an azido group and in which R denotes a hydrogen atom or an alkyl radical, x is an integer higher than 2, y is an integer higher than 2 and the sum of x and y is from 6 to 9, and their preparation by reacting a dicarboxylic dichloride of formula Cl-CO-(CR2)x-O -(CR2)y-CO-Cl with an alcohol, phenol, ammonia, hydrazine, hydroxylamine, primary amine, secondary amine or a derivative thereof having at least one hydrogen atom on the nitrogen atom, or an azide, in the presence of a proton acceptor. Oxa - bis - y - butyryl chloride, oxa - bis - d -valeryl chloride, and 4-oxa-suberyl, 4-oxa-azeloyl, 5-oxa-sebacyl, 5-oxa-undecanyl, 6-oxa-dodecanoyl and 3,7 - dimethyl - 5 - oxa-azeloyl dichlorides are mentioned as starting materials and alcohols, amines, and phenols which may be substituted by inert substituents such as halogen, alkoxy, carbalkoxy, nitro aryloxy, araloxyl, and cyano groups, and salts of nitrogen hydracids are listed. Conventional solvents may be present and the proton acceptors are trimethyl or ethylamine, pyridine, dimethyl aniline, N-methylpyrrolidone, alkali metal carbonates or hydroxides and alkaline earth metal carbonates and/or bicarbonates. Examples describe the reaction of oxa-bis-y-butyryl chloride with p-nitraniline, and with a - amino - e - caprolactam; oxa - bis - y-valeryl chloride with p-nitraniline; and oxa-bis-y-butyryl chloride with methanol and with b -naphthol. The products are used as intermediates in the production of reactive dyers and plant protective agents.