Phenyl pyrazoline derivative or salt, composition and application thereof
A technology of phenylpyrazoline and its derivatives, which is applied in the field of pesticides, can solve the problems of unsatisfactory herbicidal activity and inability to simultaneously kill bacteria and weeds, and achieve the best control effect, good selectivity and safety, Good activity and selective effect
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Embodiment 1
[0099] Synthesis of Compound 10:
[0100]
[0101]
[0102] Add intermediate 1 (3.16g, 10mmol) and acetonitrile (30ml) to the reaction flask, add intermediate 2 (1.98g, 10mmol) under stirring at 10°C, stir the reaction at 10°C, add triethylamine (2eq), TLC Follow up the reaction (ethyl acetate:petroleum ether=1:1, GF254, UV color development), after the reaction is complete, spin out the solvent, and purify the compound by column chromatography to obtain the target compound 10, a white solid powder, melting point: 126-128°C ; 1 H-NMR (CDCl 3 -d 6 ,500MHz)δ:6.88(s,2H),4.31-4.28(m,2H),4.05-4.00(t,2H),3.96-3.93(t,2H),3.92-3.89(m,4H),2.78- 2.73(t,2H),2.59-2.52(m,2H),2.48-2.43(m,2H),2.29-2.25(s,6H),1.99-1.93(s,2H),1.79-1.74(s,2H ), 1.13-1.08(m,6H).
Embodiment 2
[0104] Synthesis of Compound 11:
[0105]
[0106] Add intermediate 1 (3.16g, 10mmol) and acetonitrile (30ml) to the reaction flask, add intermediate 3 (2.52g, 10mmol) under stirring at 10°C, stir the reaction at 10°C, add triethylamine (2eq), TLC Follow up the reaction (ethyl acetate:petroleum ether=1:1, GF254, UV color development), after the reaction is complete, spin out the solvent, and purify the compound by column chromatography to obtain the target compound 11, a white solid powder, melting point: 138-141°C ; 1 H-NMR (CDCl 3 -d 6 ,500MHz)δ:6.87(s,2H),4.33-4.30(t,2H),4.06-4.02(t,2H),3.95-3.92(t,2H),3.67-3.63(m,4H),2.72- 2.68(t,2H),2.67-2.63(m,4H),2.53-2.49(s,3H),1.97-1.93(m,2H),1.77-1.74(m,2H),1.15-1.11(m,6H ).
Embodiment 3
[0108] Synthesis of Compound 12:
[0109]
[0110] Add intermediate 1 (3.16g, 10mmol) and acetonitrile (30ml) to the reaction flask, add intermediate 4 (2.40g, 10mmol) under stirring at 10°C, stir the reaction at 10°C and add triethylamine (2eq), TLC Follow up the reaction (ethyl acetate:petroleum ether=1:1, GF254, UV color development), after the reaction is complete, spin out the solvent, and purify the compound by column chromatography to obtain the target compound 12, a light yellow solid powder, melting point: 133-136 ℃; 1 H-NMR (CDCl 3 -d 6 ,500MHz)δ:6.88(s,2H),4.35-4.31(t,2H),4.05-4.01(t,2H),3.93-3.90(t,2H),3.68-3.64(m,4H),2.73- 2.69(t,2H),2.67-2.63(m,4H),2.54-2.50(s,3H),1.98-1.93(m,2H),1.78-1.74(m,2H),1.26-1.22(s,9H ), 1.16-1.11(m,6H).
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