ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Reaction of acrylonitrile with 4-cyano-5,6-diphenyl pyridazin-3(2H)-one and 3(2H)-thione derivative (1a, b) at elevated temperature gave 7H-5-amino-6-cyano-3,4-diphenylpyrano and thiino [2,3-c] pyridazines (2a, b), respectively. However, the reaction of 4-carbethoxy pyridazine derivatives (1c, d) with the same reagent, under the same conditions afforded 6H, 7H-6-cyano-3,4-diphenyl-5-oxopyrano (3a) and thiino [2,3-c] pyridazine (3b), respectively. In addition, treatment of (1a, c) and (1b, d) with acrylonitrile ar reflux in alkaline medium give the respective 3-(2′-cyanoethyloxo) (7a, c) and 3-2′-cyanoethylthio (7b, d) pyridazine derivatives. Prolonged alkaline hydrolysis of either (1a, c) or (7a, c) yielded the same product (8a). Also hydrolysis of (1b, d) and (7b, d) afforded one and the same product (8b). The structures of the products were assigned on the basis of satisfactory analytical and spectroscopic data.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19893310509
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