A kind of thiosemicarbazone derivatives and its preparation method and application
A technology of thiosemicarbazone and its derivatives, which is applied in the field of pesticides to achieve the effects of easy synthesis, good control effect and simple structure
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Embodiment 1
[0033] compound (C 14 h 12 N 3 S 2 Br) preparation
[0034] (1) Synthesis of intermediate 1-(4-bromophenyl)-3-(2-thienyl)-2-propen-1-one
[0035] Dissolve 0.02 mol of 4-bromoacetophenone in 30 mL of absolute ethanol, and then add 10 mL of 10% NaOH solution thereto. Under ice-bath stirring, the mixed solution of 0.02mol 2-thiophenecarbaldehyde and 20mL absolute ethanol was slowly dropped into the above-mentioned mixed solution with a constant pressure dropping funnel, reacted at 0-5°C, and was separated with a thin-layer silica gel plate ( TLC) to check the completion of the reaction. 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-thienyl)-2-propen-1-one.
[0036] (2) Synthesis of the target compound
[0037] Dissolve 0.015 mol of thiosemicarbazide in ...
Embodiment 2
[0040] compound (C 14 h 12 N 3 S 2 Cl) Preparation
[0041] (1) Synthesis of intermediate 1-(3-chlorophenyl)-3-(2-thienyl)-2-propen-1-one
[0042] 0.02 mol of 3-chloroacetophenone was dissolved in 30 mL of absolute ethanol, and 10 mL of 10% NaOH solution was added thereto. Under ice-bath stirring, the mixed solution of 0.02mol 2-thiophenecarbaldehyde and 20mL absolute ethanol was slowly dropped into the above-mentioned mixed solution with a constant pressure dropping funnel, reacted at 0-5°C, and was separated with a thin-layer silica gel plate ( TLC) to check the completion of the reaction. 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 -(3-Chlorophenyl)-3-(2-thienyl)-2-propen-1-one.
[0043] (2) Synthesis of the target compound
[0044] Dissolve 0.015 mol of thiosemicarb...
Embodiment 3
[0047] compound (C 14 h 11 N 3 S 2 Preparation of FBr)
[0048] (1) Synthesis of intermediate 1-(4-fluorophenyl)-3-(5-bromo-2-thienyl)-2-propen-1-one
[0049] 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 a mixture of 0.02mol 5-bromo-2-thiophenecarbaldehyde and 20mL of absolute ethanol into the above mixed solution with a constant pressure dropping funnel, react at 0-5°C, and use a thin A silica gel plate (TLC) was used to check whether the reaction was 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-(5-bromo-2-thienyl)-2-propen-1-one.
[0050] (2) Synthesis of the target compound
[0051] Dissolve 0.015 mol of thiosemicar...
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