N-(substituted)-5-fluoro-4-imino-3-methyl-2-oxo-3,4-dihydropyrimidine-1(2H)-carboxamide derivatives

• US 9,321,734 B2
• Filed: 12/23/2013
• Issued: 04/26/2016
• Est. Priority Date: 12/28/2012
• Status: Active Grant

• Current Assignee: Adama Makhteshim Limited (ADAMA Ltd.)
• Original Assignee: Dow Agrosciences LLC (Corteva, Inc.)
• Inventors: Lorsbach, Beth, Owen, W. John, Stelzer, Lindsay, Yao, Chenglin
• Primary Examiner(s): RAO, DEEPAK R
• Application Number:
  US14/655,566
• Publication Number:
  US 20150353506A1
• Time in Patent Office: 855 Days
• Field of Search: 544/317, 514/274
• US Class Current: 1/1
• CPC Class Codes: A01N 25/00 Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application , e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
• CPC Class Codes: A01N 43/54 1,3-Diazines; Hydrogenated 1,3-diazines
• CPC Class Codes: A01N 47/30 Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
• CPC Class Codes: A01N 47/38 containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
• CPC Class Codes: C07D 239/47 One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
• CPC Class Codes: C07D 409/12 linked by a chain containing hetero atoms as chain links

Abstract

This present disclosure is related to the field of to N-(substituted)-5-fluoro-4-imino-3-methyl-2-oxo-3,4-dihydropyrimidine-1(2H)-carboxamide compounds and their derivatives and to the use of these compounds as fungicides. This application claims the benefit of U.S. Provisional Patent Application Ser. No. 61/746,837 filed Dec. 28, 2012, which is expressly incorporated by reference herein. Background and Summary of the Invention Fungicides are compounds, of natural or synthetic origin, which act to protect and/or cure plants against damage caused by agriculturally relevant fungi. Generally, no single fungicide is useful in all situations. Consequently, research is ongoing to produce fungicides that may have better performance, are easier to use, and cost less.

Claims

1. A compound of Formula I:

2. The compound of claim 1, wherein R⁴ is thieno or phenyl, and R⁵ is H, wherein the phenyl may be optionally substituted with 1-3 R⁶.

3. The compound of claim 2, wherein R⁴ is phenyl and each R⁶ is independently selected from C₁ alkyl, halo, C₁ alkoxy, C₁ haloalkyl, and cyano.

4. A composition for the control of a fungal disease, a comprising a composition for the control of at least one fungal disease, said composition including a fungicidally effective amount of the compound of Formula I of claim 1 and a phytologically acceptable carrier material.

5. The composition of claim 4 wherein the fungal disease is Septoria tritici.

6. A method for the control and prevention of fungal attack on a plant, the method including the steps of:

applying a fungicidally effective amount of at least one of the compounds of Formula I of claim 1 to at least one surface selected from the group of surfaces selected from the group consisting of;

a portion of a plant, an area adjacent to a plant, soil in contact with a plant, soil adjacent to a plant, any surface adjacent to a plant, any surface in contact with a plant, a seed, and equipment used in agriculture.

7. The method of claim 6, wherein the fungicidally effective amount of Formula I is applied to a surface in the range of about 0.01 g/m² to about 0.45 g/m² of Formula I.