A kind of semicarbazone compound and its preparation method and application
A technology of semicarbazides and compounds, which is applied in the field of pesticides, can solve the problems of no semicarbazone compounds, etc., and achieve the effect of novel structure, good control effect and simple structure
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Embodiment 1
[0032] compound (C 14 h 12 o 2 N 3 F) Preparation
[0033] (1) Synthesis of intermediate 1-(4-fluorophenyl)-3-(2-furyl)-2-propen-1-one
[0034] 0.02 mol of 4-fluoroacetophenone was dissolved in 30 mL of absolute ethanol, and 10 mL of 10% NaOH solution was added thereto. Under stirring in an ice bath, slowly drop the mixture of 0.02mol furfural and 20mL of absolute ethanol into the above mixed solution with a constant pressure dropping funnel, react at 0-5°C, and check with a thin-layer silica gel plate (TLC). whether the reaction is complete. After the reaction is completed, add 3-4 times the volume of distilled water to the mixture, and adjust its pH value to neutral with 10% HCl, there is a precipitate, filter, wash, and recrystallize with absolute ethanol to obtain intermediate 1 -(4-fluorophenyl)-3-(2-furyl)-2-propen-1-one.
[0035] (2) Synthesis of the target compound
[0036] 0.015 mol of semicarbazide was dissolved in 20 mL of 90% ethanol, and 1.5 mL of glacia...
Embodiment 2
[0039] compound (C 14 h 12 o 2 N 3 Cl) Preparation
[0040] (1) Synthesis of intermediate 1-(4-chlorophenyl)-3-(2-furyl)-2-propen-1-one
[0041] 0.02 mol of 4-chloroacetophenone was dissolved in 30 mL of absolute ethanol, and 10 mL of 10% NaOH solution was added thereto. Under stirring in an ice bath, slowly drop the mixture of 0.02mol furfural and 20mL of absolute ethanol into the above mixed solution with a constant pressure dropping funnel, react at 0-5°C, and check with a thin-layer silica gel plate (TLC). whether the reaction is complete. After the reaction is completed, add 3-4 times the volume of distilled water to the mixture, and adjust its pH value to neutral with 10% HCl, there is a precipitate, filter, wash, and recrystallize with absolute ethanol to obtain intermediate 1 -(4-Chlorophenyl)-3-(2-furyl)-2-propen-1-one.
[0042] (2) Synthesis of the target compound
[0043] 0.015 mol of semicarbazide was dissolved in 20 mL of 90% ethanol, and 1.5 mL of glaci...
Embodiment 3
[0046] compound (C 14 h 12 o 2 N 3 Br) preparation
[0047] (1) Synthesis of intermediate 1-(4-bromophenyl)-3-(2-furyl)-2-propen-1-one
[0048] Dissolve 0.02 mol of 4-bromoacetophenone in 30 mL of absolute ethanol, and then add 10 mL of 10% NaOH solution thereto. Under stirring in an ice bath, slowly drop the mixture of 0.02mol furfural and 20mL of absolute ethanol into the above mixed solution with a constant pressure dropping funnel, react at 0-5°C, and check with a thin-layer silica gel plate (TLC). whether the reaction is complete. After the reaction is completed, add 3-4 times the volume of distilled water to the mixture, and adjust its pH value to neutral with 10% HCl, there is a precipitate, filter, wash, and recrystallize with absolute ethanol to obtain intermediate 1 -(4-bromophenyl)-3-(2-furyl)-2-propen-1-one.
[0049] (2) Synthesis of the target compound
[0050] 0.015 mol of semicarbazide was dissolved in 20 mL of 90% ethanol, and 1.5 mL of glacial acetic...
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