Citation:
ZHOU Yi-Bo, LIU Tian-Lin. Synthesis of Bioactive Pyridazinone-Carbamate Derivatives[J]. Chinese Journal of Applied Chemistry,
;2001, 18(2): 92-95.
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Pyridazinone-carbamate derivatives 5a~5l were synthesized starting from 2-substituted-4,5-dichloro pyridazinones 1 via two routes. One is that 2-substituted-4-chloro-5-hydroxyl pyrida-zinones 2 reacted with U-bromoethyl carbamates to afford compounds 5a and 5b. The other is that 2-substituted-4-chloro-5-(2-amino ethyloxyl)pyridazinones 3 obtained from the reaction of 1 with amino ethanol, reacted with chloroformate to give 5a~5l. Furthermore, the catalytic hydrogenation of 3 gave 2-substituted-5-(2-amino ethyloxyl)pyridazinones 4, which reacted with chloromates to produce compounds 6a~6d at temperatures between -10~-5℃, and to N,N-dicarbamates 7a and 7b at 0~15℃. The reactivity of intermidiates 3 and 4 was also discussed. The preliminary bioassay indicated that almost all of the compounds showed fungicidal activities.
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Keywords:
- pyridazinone,
- carbamate,
- derivative,
- synthesis
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