par Martin, Richard 
;Van Hove, Léon
Référence Bulletin des Sociétés chimiques belges, 66, 1, page (438-451)
Publication Publié, 1957
;Van Hove, Léon Référence Bulletin des Sociétés chimiques belges, 66, 1, page (438-451)
Publication Publié, 1957
Article révisé par les pairs
| Résumé : | New anthr‐(1,2)‐imidazoles (Ia and Ib, p. 439) and anthra‐1,2‐triazoles (IIa, IIb and IIc, p. 439) have been synthesized as potential carcinogens. 1) The anthrimidazoles Ia and Ib were prepared. a) by treatment of 1,2‐diaminoanthracene with HCOOH and CH3COOH respectively, in the presence of HCl, b) by reduction of 1‐phenylazo‐2‐aminoanthracene with zinc dust in either HCOOH or CH3COOH followed by treatment with HCl, c) by reduction (Zn dust, pyridine and acetic acid) of the corresponding imidazoloanthraquinones. 2) The anthratriazole IIa was formed when 1,2‐diaminoanthracene was treated with HNO2 in acetic acid. 3) The anthratriazoles IIb and IIc were obtained, in excellent yields, by oxidation of the corresponding azo derivatives IIIa and IIIb (p. 440) with CuSO4 in pyridine. 4) The synthesis of Ic, Id and IId failed, due to the fact that 9,10‐dimethyl‐1,2‐diaminoanthracene could not be prepared. Copyright © 1957 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim |
