Application of melatonin derivative in prevention and treatment of plant fungal diseases
A plant fungal disease, melatonin technology, applied in the field of pesticides to achieve the effects of environmental friendliness, strong inhibitory activity, and easy synthesis
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Embodiment 1
[0059] Example 1: Synthesis of 5-methoxytryptamine:
[0060]
[0061] Step a, Synthesis of Intermediate II 5-methoxyindole-3-carbaldehyde: at N 2 Under the protection of the atmosphere, commercially available 5-methoxyindole (1.47g, 10mmol) was placed in a three-necked flask, and phosphorus oxychloride (2.5mL, 25.6mmol) was added dropwise to the system at 0°C, and added at 0°C. The reaction was continued for 2h at ℃. After the reaction of the raw materials was monitored by TCL, water was added to the system to quench the unreacted phosphorus oxychloride, and extracted with ethyl acetate (3*30 mL). The organic phases were combined and dried with anhydrous sodium sulfate, and concentrated under reduced pressure. Intermediate II was obtained as a pale yellow solid, yield: 98%.
[0062] Step b, Synthesis of Intermediate III(E)-5-methoxy-3-(2-nitrovinyl)-1H-indole: at N 2 Under the protection of atmosphere, intermediate II 5-methoxyindole-3-carbaldehyde (1.75g, 10mmol) and am...
Embodiment 2
[0064] Example 2: Synthesis of 5-trifluoromethyltryptamine:
[0065]
[0066] Step a, Synthesis of Intermediate II 5-methoxyindole-3-carbaldehyde: at N 2 Under the protection of the atmosphere, commercially available 5-methoxyindole (1.47g, 10mmol) was placed in a three-necked flask, and phosphorus oxychloride (2.5mL, 25.6mmol) was added dropwise to the system at 0°C, and added at 0°C. The reaction was continued for 2h at ℃. After the reaction of the raw materials was monitored by TCL, water was added to the system to quench the unreacted phosphorus oxychloride, and extracted with ethyl acetate (3*30 mL). The organic phases were combined and dried with anhydrous sodium sulfate, and concentrated under reduced pressure. Intermediate II was obtained as a pale yellow solid, yield: 98%.
[0067] Step b, Synthesis of Intermediate III(E)-5-methoxy-3-(2-nitrovinyl)-1H-indole: at N 2 Under the protection of atmosphere, intermediate II 5-methoxyindole-3-carbaldehyde (1.75g, 10mmol...
Embodiment 3
[0069] Example 3: Synthesis of 5,6-dichloro-1H-indol-3-yl)ethyl
[0070]
[0071] The synthetic steps of 5,6-dichloro-1H-indol-3-yl)ethyl refer to the general synthetic steps in Example 2, and the 5-trifluoromethylindole in Example 2 is replaced by 5.6-difluoromethyl indole Chlorindole.
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