Synthesis of Cyanoacrylate Compounds Containing Heterocyclic Long-chain Amino-substituted Cyanoacrylates and Their Application in Pesticides
A kind of technology of cyanoacrylate and compound, which is applied to the synthesis of heterocyclic long-chain amino-substituted cyanoacrylate compound and its application field in pesticides
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Embodiment 1
[0044] Embodiment 1: the synthesis of 2-cyano-3,3-dimethylthiopropenyl ethyl ester
[0045] Add 8.2 g (0.12 mol) of finely ground potassium hydroxide powder and 90 mL of anhydrous acetonitrile into a 250 mL reaction flask, cool in an ice bath to about 5°C, add 6.8 g (0.06 mol) ethyl cyanoacetate dropwise, and stir at room temperature for 1 hour Finally, 4.5 g (0.06 mol) of carbon disulfide was dissolved in 15 mL of acetonitrile and added dropwise, and the reaction was carried out at room temperature for 4 hours. Then the mixture was cooled to about 5°C and 15.2 g (0.12 mol) of dimethyl sulfate was added dropwise. After the drop was completed, the mixture was reacted at room temperature for 4 hours, and then 80 mL of water was added to separate the yellow oil, which was concentrated to obtain the product.
Embodiment 2
[0046] Example 2: Synthesis of 2-cyano-3,3-ethoxyethyl dimethylthioacrylate
[0047] Add 8.2 grams (0.12mol) of finely ground potassium hydroxide powder and 90mL of anhydrous acetonitrile into a 250mL reaction flask, cool in an ice bath to about 5°C, add 9.5 grams (0.06mol) of ethoxyethyl cyanoacetate dropwise, and stir at room temperature After 1 hour, 4.5 g (0.06 mol) of carbon disulfide was dissolved in 15 mL of acetonitrile and added dropwise. The reaction was carried out at room temperature for 4 hours. Then the mixture was cooled to about 5°C and 15.2 g (0.12 mol) of dimethyl sulfate was added dropwise. After the drop was completed, the mixture was reacted at room temperature for 4 hours, and then 80 mL of water was added to separate the yellow oil, which was concentrated to obtain the product.
Embodiment 3
[0048] Example 3: Synthesis of 2-cyano-3-methoxy-3-ethyl methacrylate
[0049] Add 6.0 g (0.053 mol) of ethyl cyanoacetate, 5.15 g (0.053 mol) of anhydrous magnesium chloride, 10.7 g (0.106 mol) of triethylamine into a 100 mL reaction flask, cool to about -15°C in an ice-salt bath, and add dropwise 4.16 g (0.053 mol) of acetyl chloride, kept in ice bath for 5 hours after dripping, concentrated, added dilute hydrochloric acid to wash, extracted with dichloromethane, dried over anhydrous magnesium sulfate, concentrated to obtain the intermediate, and then added diazomethane ether solution React at room temperature for 12 hours, and concentrate to obtain the product.
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