Twenty-six novel benzoylphenylurea chitin inhibitor derivatives have been synthesized in over 30~50% yield from chlorothalonil 1 via sequential fluorine exchange, aminolysis, hydrolysis, decarboxylation and acylation ...Twenty-six novel benzoylphenylurea chitin inhibitor derivatives have been synthesized in over 30~50% yield from chlorothalonil 1 via sequential fluorine exchange, aminolysis, hydrolysis, decarboxylation and acylation reactions.展开更多
Six novel benzoylphenylurea chitin inhibitor derivatives were synthesized in the yields of 30%_50% from the readily available starting material chlorothalonil 1 viasequential fluorine exchange, aminolysis, hydrolysis ...Six novel benzoylphenylurea chitin inhibitor derivatives were synthesized in the yields of 30%_50% from the readily available starting material chlorothalonil 1 viasequential fluorine exchange, aminolysis, hydrolysis and acylation reactions.展开更多
Chlorothalonil 1 was treated with anhydrous KF in DMF at 110 ℃ to give the corresponding crystalline fluorine-containing 1,3-benzenedicarbonitrile 2. KF was used in an equivalent to the number of chlorine atoms to be...Chlorothalonil 1 was treated with anhydrous KF in DMF at 110 ℃ to give the corresponding crystalline fluorine-containing 1,3-benzenedicarbonitrile 2. KF was used in an equivalent to the number of chlorine atoms to be substituted. Compound 2 was subsequently reacted with ammonia to yield compound 3. In addition, halobenzamide 4 were refluxed with oxalyl chloride in anhydrous 1,2-dichloroethane(DCE) to yield benzoylisocyanates 5. Finally, seven novel BPUs chitin inhibitors 6a—6g were synthesized via the selective reaction of compound 3 with benzoylisocyanate derivatives 5, the total yield is over 30%—50%.展开更多
基金support of the Natural Science Foundation of Yunnan Province(1999B0005M)the Open Foundation of State Key Laboratory of Elemento-Organic Chemistry,Nankai University
文摘Twenty-six novel benzoylphenylurea chitin inhibitor derivatives have been synthesized in over 30~50% yield from chlorothalonil 1 via sequential fluorine exchange, aminolysis, hydrolysis, decarboxylation and acylation reactions.
基金Supported by the Natural Science Foundation of Yunnan Province(No.99B0 0 0 5 M) and the Open Foundation of StateKey L aboratory of Elemento- Organic Chemistry,Nankai University,P.R.China
文摘Six novel benzoylphenylurea chitin inhibitor derivatives were synthesized in the yields of 30%_50% from the readily available starting material chlorothalonil 1 viasequential fluorine exchange, aminolysis, hydrolysis and acylation reactions.
文摘Chlorothalonil 1 was treated with anhydrous KF in DMF at 110 ℃ to give the corresponding crystalline fluorine-containing 1,3-benzenedicarbonitrile 2. KF was used in an equivalent to the number of chlorine atoms to be substituted. Compound 2 was subsequently reacted with ammonia to yield compound 3. In addition, halobenzamide 4 were refluxed with oxalyl chloride in anhydrous 1,2-dichloroethane(DCE) to yield benzoylisocyanates 5. Finally, seven novel BPUs chitin inhibitors 6a—6g were synthesized via the selective reaction of compound 3 with benzoylisocyanate derivatives 5, the total yield is over 30%—50%.
