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US 7,598,376 B2Granted
Process for the preparation of [1,4,5]-oxadiazepine derivatives
AssigneeSyngenta Crop Protection AG
InventorsBeat Jau, Marian Parak
Life of this patent
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Abstract
A process for the preparation of [1,4,5]-oxadiazepine derivatives by reaction of N,N′-diacyl-hydrazines with 2,2′-disubstituted diethyl ethers to form 4,5-diacyl-[1,4,5]-oxadiazepines and reaction of the latter compounds with a hydrohalic acid.
Claims14
A process for the preparation of a 4,5-diacyl-[1,4,5]-oxadiazepine comprising:
- (1) reacting N,N′-diacylhydrazine with a 2,2′-disubstituted diethyl ether in a polar solvent in the presence of a base and at an elevated temperature to form the corresponding 4,5-diacyl-[1,4,5]-oxadiazepine and (2) optionally reacting the 4,5-diacyl-[1,4,5]-oxadiazepine with a hydrohalic acid in a polar solvent at an elevated temperature to form the corresponding [1,4,5]-oxadiazepine, wherein in reaction step (1) the solvent is selected from the group consisting of DMSO, sulfolane, NMP and DMA and wherein the base is selected from the group consisting of hydroxides, carbonates, alcoholates of alkali and alkaline earth metals, and mixtures thereof and in reaction step (2) the polar solvent is an alcohol having a boiling noint above 100° C.
A process for preparing [1,4,5]-oxadiazepines, comprising:
- (A) reacting a selected N,N′-diacylhydrazine with a selected 2,2′-disubstituted diethyl ether in the presence of a solvent to form a 4,5-diacyl-[1,4,5]-oxadiazepine, wherein said solvent is selected from the group consisting of DMSO, sulfolane, NMP, and DMA;
- and
- (B) reacting said 4,5-diacyl-[1 ,4,5]-oxadiazepine with a selected hydrohalic acid to produce [1,4,5]-oxadiazepines.
Dependencies are inferred from the claim text.