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(z)-3-imino-1-propenol compound, preparation method and application thereof

A compound, the technology of allyl alcohol, applied in the field of pesticide bactericidal compounds, can solve the problems of human and animal harm, DON carcinogenicity, bleeding and other problems, and achieve excellent control effect and excellent killing activity

Active Publication Date: 2021-05-18
JIANGSU PESTICIDE RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Fusarium head blight is caused by the fungus of the genus Fusarium. While causing losses to the yield of wheat, it also produces mycotoxins mainly deoxynivalenol (ie, vomitoxin DON), which is harmful to humans and animals. , eating sick wheat can cause acute poisoning symptoms such as dizziness, fever, nausea, and diarrhea. In severe cases, it can cause bleeding, affect immunity and fertility, etc., and directly pose a threat to human and animal health and life safety. Studies have also shown that DON has carcinogenicity. possibility of

Method used

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  • (z)-3-imino-1-propenol compound, preparation method and application thereof
  • (z)-3-imino-1-propenol compound, preparation method and application thereof
  • (z)-3-imino-1-propenol compound, preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

preparation Embodiment 1

[0090]

[0091] Add 1.57 (95% 0.01mol) of phenyliminoethyl ester, 1.13g (0.01mol) of ethyl cyanoacetate, and 0.15g of triethylamine to 10ml of toluene solution, react at 80°C for 8 hours, remove the solvent and use , separated by a preparative column (watersXbridge OBD 10*100mm, 5um) to obtain 1.8g of compound NO.1.

[0092] Compounds NO.1-NO.20 were obtained according to the above process, see Table 1.

[0093] Table 1:

[0094]

[0095]

[0096]

preparation Embodiment 2

[0098]

[0099] Add 1.57 g of phenylimino ethyl ester (95% 0.01 mol) and 1.34 g (0.1 mol) of ethyl nitroacetate, and 0.15 g of triethylamine into 10 ml of toluene solution, react at .80°C for 8 hours, and remove the solvent After use, it was separated with a preparative column to obtain 1.5 g of compound NO.21.

[0100] Compound No.21-40 was obtained according to the above process, see Table 2.

[0101] Table 2:

[0102]

[0103]

[0104]

preparation Embodiment 3

[0106]

[0107] Add 1.57 g of pyridyl iminoethyl ester (95% 0.01 mol) and 1.13 g (0.1 mol) of ethyl cyanoacetate, and 0.15 g of triethylamine into 10 ml of toluene solution, react at 80°C for 8 hours, and remove the solvent with Afterwards, it was separated by a preparative column to obtain 1.8 g of compound NO.41.

[0108] Compound No.41-60 was obtained according to the above process, see Table 3.

[0109] table 3:

[0110]

[0111]

[0112]

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PUM

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Abstract

The invention discloses a (Z)-3-imino-1-propenyl alcohol compound, which has a general structural formula as shown in formula (I), and has excellent killing activity against Fusarium that causes plant diseases. This type of compound has excellent killing activity against Fusarium that causes plant diseases, such as wheat head blight, cucumber anthracnose, cucumber wilt, peanut root rot, watermelon wilt, rice bakanae disease, mango anthracnose, etc. It has excellent control effect on wheat head blight and can greatly reduce the production of wheat gibberellic toxin (DON).

Description

technical field [0001] The invention relates to a pesticide bactericidal compound, in particular to (Z)-3-imino-1-propenol compound, a preparation method and application thereof. Background technique [0002] Fusarium is a worldwide distribution of fungi, it can not only survive winter and summer in the soil, but also infect a variety of plants (food crops, economic crops, medicinal plants and ornamental plants), causing plant root rot, stem rot, stem base rot, flower rot and ear rot, etc. The more representative diseases include wheat head blight, cotton wilt, rice bakanae disease, corn bacterial wilt, sweet potato vine cut disease, melon wilt There are more than 100 species of host plants, infecting the vascular system of host plants, destroying the vascular bundles of plant conducting tissues, and producing toxins in the process of growth, development and metabolism to harm crops, causing crops to wilt and die, affecting yield and quality. One of the most difficult disea...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D309/06C07D237/28C07D215/12C07D241/44C07D333/60C07D307/81C07D209/20C07C255/61C07C253/30C07C315/04C07C317/32C07C319/20C07C321/28C07C249/02C07C251/24C07D213/53C07D217/14C07D213/61C07D307/52C07D207/335C07D333/22C07D241/12C07D239/26C07D493/08C07D319/12C07D265/06C07D241/04C07D263/06C07D333/24C07D307/16C07D207/09C07D211/34C07D335/02A01N43/86A01N43/90A01N35/10A01N43/08A01N43/10A01N43/16A01N43/18A01N43/12A01N43/60A01N43/42A01N43/40A01N37/50A01N41/10A01N37/34A01N43/54A01N43/58A01P3/00
Inventor 谭波曹杨王洪雷马海军刁亚梅蔡义强
Owner JIANGSU PESTICIDE RES INST
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