trijodierte n - methyl - dicarbonsaeureani - solid and its manufacturing method

摘要

1409733 Tri-iodinated-N-methyl-dicarboxylic acid anilides SCHERING AG 7 Aug 1972 [17 Aug 1971] 36734/72 Heading C2C [Also in Division A5] Compounds I in which R 1 is hydrogen, halogen, carboxyl, acylamino, N-alkyl-N-acylamino, diacylamino, N-acylaminomethyl, a group of Formula III (in which A is a C 2-3 alkylene group optionally interrupted by an oxygen atom) or a group R 3 R 4 N-CO- (in which R 3 and R 4 are hydrogen, C 1-4 alkyl or hydroxy C 1-4 alkyl or NR 3 R 4 represents a heterocyclic group which may contain a further heteroatom), R 2 is halogen, hydroxyl, C 1-4 alkoxy, hydroxy C 1-4 alkoxy or C 1-4 alkoxy, C 1-4 alkoxy and X is a linear or branched saturated hydrocarbon group of 2-14 C atoms interrupted by one or more atoms selected from oxygen and sulphur, and salts of those compounds in which R 2 is hydroxyl are prepared by reaction of a compound II in which R 2 is halogen, hydroxyl alkoxy, alkoxy alkoxy with Hal-CO-X-CO-Hal (III) in which Hal is chlorine or bromine and if desired hydrolysing any resulting compound in which R 2 is halogen to form one in which R 2 is hydroxyl or converting the acid chloride with an appropriate alcohol into a compound I in which R 2 is alkoxy, hydroxyalkoxy or alkoxy alkoxy or esterifying a compound in which R 2 is hydroxyl. Sulphur atoms in group X may be present in an oxidized state. Compounds I are novel except those in which R 1 is acylamino, N-alkylacylamino or diacylamino and X is a C 2-14 hydrocarbon chain interrupted only by sulphur atoms. The acid halide III is derived from glycollic acid, thioglycollic acid, 3,6,9 - trioxaundecane - 1,11 - dicarboxylic acid or 4,7,10,13 - tetraoxa - hexadecane - 1,16- dicarboxylic acid. R 1 is hydrogen, chloro, carboxy, acetylaminomethyl, N-methylacetylamino, pyrrolidino - carbonyl or 2-oxopyrrolidino. Compounds I are X-ray contrast agents. Reference has been directed by the Comptroller to Specification 1,164,526.