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Abstract
In this investigation, some 5-aryl-3-phcnylazo-2(3H)-furanones (t34a-c) were synthesized by refluxing of ?-aroyl propionic acids with acetic anhydride and the lactone produced was coupled with aryl diazoniull1 chloride.
The furanones (t 34a-c) were converted to 3-phenylazo-5-aryl-2;3¬
d i hydro furan- 2-thiones (t35a-c) by refluxing with phosphorus pentasulphide in dry pyridine.
The furanones (134a-c) were converted to I-phenyl-3 (N- benzyl amido)-5-aryl pyrazoles (t 36a-c) by refluxing with benzylamine in glacial acetic acid.
The ruranones (134a-c) were converted to 3-benzoyl-2-phenylazo-N¬benzyl propion amide (140a-c) by refluxing with benzylamine in dry benzene, these latter compounds were recyclized to the compounds (136a-c) , by boi ling in acetic/ hydrochloric acid mixtuure.
The ruranones (134 a-c) reacted with ethanolic ammonia in the presence or potassium carbonate to give 5-aryl-3-phenyl’azo-2(3I-I)¬pyrrolones (t37a-c), which whene ret1uxed with phosphorus pentasulphide in pyridine gave, 5-myl-3-phenylazo-3H-pyrrolin-2-thiones (138 a-c).
The ruranthiones. (135a-c) reacted with ethanolic . ammonia in the presence of potassium carbonate to give the compounds (138a-c).
The pyrrolones (137a-c), reacted with phosphorus oxychloride to I give 3-phenylazo-5-aryl-2-chloro-3 H-pyrroles (148 a-c), these latter compounds, reacted with hydrazine hydrate in absolute ethanol to give 5¬aryl-3-phenylazo-2-(3H)-pyrrolyl hydrazines (139a-c), which were fromed