Preparation method and application of thiochroman-4-one derivative containing amide and oxime or oxime ether structure
A thiochroman and derivative technology is applied in the field of preparation and application of thiochroman-4-one derivatives containing amide and oxime or oxime ether structure, and can solve agricultural production loss, unfavorable ecological environment sustainable development, problems such as rapid onset
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Embodiment 1
[0052] The present invention takes compound (Z)-6-chloro-2-(N-(4-fluorophenyl))formamide-4-methyloxime ether group thiochroman-4-one (compound 4e) as an example to illustrate the target The preparation of the compound, other different substituents take this as an example for reference synthesis;
[0053] The preparation method of (Z)-6-chloro-2-(N-(4-fluorophenyl)) formamide-4-methyl oxime ether group thiochroman-4-one (compound 4e), comprises the following steps:
[0054] (1) Synthesis of 6-chloro-2-carboxythiochroman-4-one
[0055] Add 4-chlorothiophenol, maleic anhydride, and toluene successively in a round-bottomed three-neck flask, and add 5 mL of toluene solution containing 2 drops of triethylamine dropwise in an oil bath at 50°C. After the addition is completed, The oil bath was reacted at 70°C for 4h. After the reaction was over, the toluene was removed under reduced pressure, and the residue was dissolved in 60 mL of dichloromethane. Under ice-bath conditions, 156 ...
Embodiment 2
[0061] The preparation method of (Z)-6-chloro-2-(N-phenyl)formamide-4-oximinothiochroman-4-one (compound 4a), comprises the following steps:
[0062] Referring to the steps of Example 1, the corresponding reactants and reaction parameters were modified to obtain compound 4a.
Embodiment 3
[0064] The preparation method of (Z)-6-chloro-2-(N-phenyl)formamide-4-methyl oxime ether group thiochroman-4-one (compound 4b), comprises the following steps:
[0065] Referring to the steps of Example 1, the corresponding reactants and reaction parameters were modified to obtain compound 4b.
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