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Fungicides for the control of take-all disease of plants

The technology of a compound, benzothiophene carboxamide, is applied in the direction of plant growth regulators, biocides, animal repellants, etc., and can solve problems such as replanting is not an acceptable method

Inactive Publication Date: 2006-05-17
MONSANTO TECH LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in areas where cereals are the dominant crop, replanting is not a desirable approach, and effective control agents are urgently needed

Method used

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  • Fungicides for the control of take-all disease of plants
  • Fungicides for the control of take-all disease of plants
  • Fungicides for the control of take-all disease of plants

Examples

Experimental program
Comparison scheme
Effect test

example 1-4

[0124] The following compounds were prepared as reported by Mills et al., J. of Organic Chemistry 54:4372-4385, 1989, "Directed Ortho Metalation of N,N-Diethylbenzamides. Silicon Protection of Ortho Sites and the O-Methyl Group".

[0125] No. Compound

[0126] 1 N, N-diethyl-3-fluoro-6-methyl-2-(trimethylsilane

[0127] base) benzamide

[0128] 2 N, N-diethyl-2-(trimethylsilyl)benzamide

[0129] 3 N, N-diethyl-2-methyl-6-(trimethylsilyl) benzene

[0130] Amide

[0131] 4 N, N-diethyl-3-fluoro-2-(trimethylsilyl)benzoyl

[0132] amine

example 5

[0134] N-(1,1-Dimethylethyl)-3-fluoro-N-methyl-2-(trimethylsilyl)benzamide

[0135] 3-Fluorobenzoyl chloride and N-methyl-N-tert-butylamine are reacted according to general method El or E2 to obtain N-methyl-N-(tert-butyl)-3-fluorobenzamide. This compound was used in General Procedure A to give the title compound. Kugelrohr distillation afforded 12.07 g of analytically purified desired material. m.p.22~35℃.

example 6

[0137] 2-(1,1-Dimethylethyl)-N,N-diethyl-6-methylbenzamide

[0138]A solution of 1.7M t-Buli in pentane (161ml, 274mmol) was added dropwise to 2-(2-fluorophenyl)-4,4-dimethyl-2-oxazoline [see Meyers A.I. and Williams B.E. , Tetrahedron Letters, 223-226 (1978)] (48.0 g, 249 mmol) in THF (320 ml) solution, under cooling in a dry ice / acetone bath, keep the reaction temperature between -45 and -40°C. The resulting reaction mixture was maintained at ≤ -40°C with a dry ice / acetonitrile bath. The reaction was monitored by GLC over 20 minutes until completion. The mixture was poured into ice water and extracted 3 times with ether. The combined extracts were dried (MgSO 4 ), concentrated and distilled under vacuum to obtain 56.87 g of 2-(2-tert-butylphenyl)-4,4-dimethyl-2-oxazoline with a yield of 93%.

[0139] Under ice-water cooling, 2M trifluoromethanesulfonic anhydride (1 eq.) in CH 2 Cl 2 The solution was added dropwise to 0.67M 2-(2-tert-butylphenyl)-4,4-dimethyl-2-oxazolin...

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Abstract

The present invention provides a compound of the following formula or an agriculturally suitable salt thereof.

Description

[0001] This application is a divisional application of the invention patent application whose application number is 98116779.9, the application date is August 1, 1998, and the invention title is "fungicide for preventing and controlling plant take-all". technical field [0002] The present invention relates to a method of controlling plant take-all, especially cereals, comprising the use of certain substituted aryl compounds, some of which are novel, and fungicidal compositions. Background technique [0003] Take-all is a serious problem in the production of cereals, especially wheat and barley. Take-all is caused by the fungus Gaeumannomycesgraminis (Gg) growing in the soil. The fungus infects the roots of the plant and spreads through the root tissue, causing black rot. The growth of the fungus on the roots and lower bases prevents the plant from getting sufficient water and / or nutrients from the soil, thus manifesting as poor plant vigor and, in severe cases, the formati...

Claims

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Application Information

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IPC IPC(8): C07D333/52A01N37/18A01N37/20A01N37/26A01N37/40A01N37/44A01N41/10A01N43/00A01N43/10A01N55/00A01N55/02A01N55/04A01N55/10C07C233/65C07C233/66C07C233/69C07C235/60C07C237/30C07C317/44C07C323/60C07C323/62C07D207/30C07D307/68C07D333/38C07F7/00C07F7/02C07F7/08C07F7/10C07F7/22C07F7/30C07F15/02
CPCA01N37/18A01N37/26A01N37/40A01N37/44A01N41/10A01N55/00A01N55/02A01N55/04C07C233/65C07C233/66C07C233/69C07C235/60C07C237/30C07C317/44C07C323/60C07F7/0812C07F7/0814C07F7/30C07F15/025C07C2601/04C07C2601/08C07F7/081C07F7/2208
Inventor D·P·菲里翁D·S·布拉科林诺M·J·格兰尼托W·G·菲利普斯K·A·范桑特D·M·沃克S·C·黄
Owner MONSANTO TECH LLC