摘要 |
1,223,161. 8-Tri-iodobenzene derivatives and intermediates therefor. BRACCO INDUSTRIA CHIMICA S.p.A. 3 April, 1968 [6 April, 1967; 16 June, 1967], No. 15979/68. Heading C2C. [Also in Division A5] Novel heterocyclic 8-triiodobenzene derivatives of the Formula I wherein Y is a direct bond or an oxygen atom, alkylene is a straight to branched alkylene radical optionally substituted by a phenyl radical, and X is a C 2 -C 4 alkylene radical optionally interrupted by an oxygen atom; and salts thereof are obtained by cyclizing N-triiodophenyl amides of the Formula II wherein Z is a reactive radical of a strong acid, and, if desired, converting the compounds produced into metal or substituted ammonium salts. The compounds are useful as X-ray contrast agents (see Division A5). The N-triiodophenyl amides of Formula II may be obtained by acylating the corresponding 3-amino, 2,4,6-triiodophenyl alkanoic acid or 3-amino-2,4,6-triiodophenoxyalkanoic acid. α - (3 - Amino - 2,4,6 - tri - iodophenyl butyric or propionic acid is prepared by reacting α-(3- nitrophenyl) propyl or ethyl bromide with potassium cyanide, hydrolysing the α-(3-nitrophenyl) butyro- or propiono-nitrile so produced to give the corresponding carboxylic acid, reducing this to α-(3-aminophenyl) butyric or propionic acid and iodinating this. α - 3 - Amino - 2,4,6 - tri - iodophenyloxyphenyl-acetic acid is prepared by reacting ethyl α-bromophenyl acetate with 3-formylamino-2,4,6-tri-iodophenol to give ethyl α-(3- formylamino - 2,4,6 - tri - iodophenyloxy) phenylacetate which is then hydrolysed. α - Phenyl - # - (3 - amino - 2,4,6 - tri - iodophenyl) propionic acid is obtained by reacting α - phenyl - # - (3 - aminophenyl) propionic acid with iodine chloride. |