Pyrazolyl acrylonitrile compound and application thereof
A technology for pyrazolyl acrylonitrile and compounds, which is applied in the field of pyrazolyl acrylonitrile compounds, can solve the problems of undisclosed insecticidal and acaricidal activities and the like
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example 1
[0096] The preparation of example 1 compound 1,5,6
[0097] (1) Preparation of Compound 1.
[0098]
[0099] Add 1-ethyl-3-methylpyrazole-5-methyl carboxylate (3.63 grams, 0.021 mole, with reference to CN1626520A to provide method to make), p-tert-butylphenylacetonitrile ( 3.29 grams, 0.019 moles, made with reference to Organic Syntheses, Coll.1941, 1, 107; Organic Syntheses, Coll.1922, 2, 9 provides the method to make), 40 milliliters of n-heptane, 4 milliliters of ethylene glycol monoethyl ether, nitrogen gas Replace the air in the reaction system, heat up to reflux, reflux for about 1 hour, dropwise add 20% methanol solution of sodium methoxide (5.71 g, 0.028 mol), dropwise, and reflux for 6 hours. During the reaction, the water separator The liquid in the middle and lower layers separates out. The reaction solution was cooled to below 30°C, poured into 150 ml of water, extracted with 100 ml of ethyl acetate, the resulting aqueous phase was acidified with concentrated ...
example 2
[0103] The preparation of example 2 compound 42,46,47
[0104] (1) Preparation of Compound 42.
[0105]
[0106] Add 1-ethyl-3,4-dimethylpyrazole-5-methyl carboxylate (6.00 grams, 0.033 moles, prepared with reference to the method provided by JP2001342178A) in the reaction flask equipped with a water separator, p-tert-butyl Phenylacetonitrile (5.20 grams, 0.030 moles), 60 milliliters of n-heptane, 2.5 milliliters of ethylene glycol monoethyl ether, the air in the reaction system was replaced by nitrogen, the temperature was raised to reflux, and the reflux was about 1 hour, and 20% sodium methylate was added dropwise. Methanol solution (12.15 g, 0.045 mol), after the dropwise addition, was refluxed for 5 hours. During the reaction, the lower liquid in the water separator was separated. The reaction solution was cooled to below 30°C, poured into 200 ml of water, extracted with 100 ml of ethyl acetate, the resulting aqueous phase was acidified with concentrated hydrochloric ...
example 3
[0110] Example 3, the preparation of compounds 87, 91, 92
[0111] (1) Preparation of Compound 87.
[0112]
[0113] Add 4-chloro-1-ethyl-3-methylpyrazole-5-methyl carboxylate (2.57 grams, 0.012 moles, prepared with reference to the method provided by CN1626520A) in the reaction flask equipped with a water separator, p-tert-butyl phenylacetonitrile (1.85 g, 0.010 mole, obtained with reference to Organic Syntheses, Coll.1941, 1, 107; Organic Syntheses, Coll.1922, 2, 9 provides the method), n-heptane 30 ml, ethylene glycol monoethyl ether 3 Milliliter, the air in the reaction system was replaced by nitrogen gas, the temperature was raised to reflux, refluxed for about 1 hour, 20% methanol solution of sodium methoxide (3.17 grams, 0.015 mole) was added dropwise, the dropwise addition was completed, and the reflux reaction was carried out for 4 hours. Separate the lower liquid in the separator. After the reaction, the temperature was lowered to below 30°C, the reaction liquid...
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