5-fluoro-4-imino-3(alkyl/substituted alkyl)-1-(arylsulfonyl)-3,4-dihydropyrimidin-2(1h)-one and processes for their preparation

Abstract

Provided herein are 5-fluoro-4-imino-3-(alkyl/subsituted alkyl)-1-(arylsulfonyl)-3, 4-dihydropyrimidin-2(1H)-one and processes for their preparation which may include the use of an alkali carbonate and an alkylating agent

1 - 17 . (canceled) 
     
     
         18 . A compound of Formula III: 
       
         
           
           
               
               
           
         
       
       wherein R 1  is 
       
         
           
           
               
               
           
         
       
       and
 R 2  is selected from the group consisting of 
 
       
         
           
           
               
               
           
         
       
       or a tautomer, an optical isomer, or a salt thereof. 
     
     
         19 . The compound of  claim 18  in the form of a salt. 
     
     
         20 . The compound of  claim 19 , wherein the salt is a hydrochloride, hydrobromide or hydroiodide. 
     
     
         21 . The compound of  claim 18 , wherein R 2  is 
       
         
           
           
               
               
           
         
       
     
     
         22 . The compound of  claim 21  in the form of a salt. 
     
     
         23 . The compound of  claim 22 , wherein the salt is a hydrochloride, hydrobromide or hydroiodide. 
     
     
         24 . The compound of  claim 18 , wherein R 2  is 
       
         
           
           
               
               
           
         
       
     
     
         25 . A composition comprising the compound of  claim 18  and a phytologically acceptable carrier material. 
     
     
         26 . A method for control or prevention of fungal attack on a plant comprising applying a fungicidally effective amount of a compound of Formula III: 
       
         
           
           
               
               
           
         
       
       to at least one of the plant, an area adjacent to the plant, soil adapted to support growth of the plant, a root of the plant, foliage of the plant, and a seed adapted to produce the plant so as to thereby control or prevent fungal attack on the plant,
 wherein R 1  is 
 
       
         
           
           
               
               
           
         
       
       and
 R 2  is selected from the group consisting of 
 
       
         
           
           
               
               
           
         
       
       or a tautomer, an optical isomer, or a salt thereof. 
     
     
         27 . The method of  claim 26 , wherein the fungal pathogen is Apple Scab ( Venturia inaequalis ), Leaf Blotch of Wheat ( Septoria tritici ), Leaf spot of sugarbeets ( Cercospora beticola ), Leaf Spot of peanut ( Cercospora arachidicola ), or Black Sigatoka ( Mycosphaerella fijiensis ). 
     
     
         28 . The method of  claim 26 , wherein R 2  is 
       
         
           
           
               
               
           
         
       
     
     
         29 . The method of  claim 28 , wherein the compound is in the form of a salt. 
     
     
         30 . The method of  claim 29 , wherein the salt is a hydrochloride, hydrobromide or hydroiodide. 
     
     
         31 . The method of  claim 26 , wherein R 2  is 
       
         
           
           
               
               
           
         
       
     
     
         32 . The method of  claim 26 , wherein the method further comprises applying an adjuvant surfactant. 
     
     
         33 . The method of  claim 32 , wherein the adjuvant surfactant is selected from the group consisting of: ethoxylated nonyl phenols; ethoxylated synthetic or natural alcohols; salts of the esters or sulphosuccinic acids; ethoxylated organosilicones; ethoxylated fatty amines; blends of surfactants with mineral or vegetable oils; crop oil concentrate (mineral oil (85%)+emulsifiers (15%)); nonylphenol ethoxylate; benzylcocoalkyldimethyl quaternary ammonium salt; blend of petroleum hydrocarbon, alkyl esters, organic acid, and anionic surfactant; C 9 -C 11  alkylpolyglycoside; phosphated alcohol ethoxylate; natural primary alcohol (C 12 -C 16 ) ethoxylate; di-sec-butylphenol EO-PO block copolymer; polysiloxane-methyl cap; nonylphenol ethoxylate+urea ammonium nitrate; emulsified methylated seed oil; tridecyl alcohol (synthetic) ethoxylate (8EO); tallow amine ethoxylate (15 EO); and PEG(400) dioleate-99. 
     
     
         34 . A fungicidal composition comprising a compound having the structure of Formula III: 
       
         
           
           
               
               
           
         
       
       wherein R 1  is 
       
         
           
           
               
               
           
         
       
       and
 R 2  is selected from the group consisting of 
 
       
         
           
           
               
               
           
         
       
       or a tautomer, an optical isomer, or a salt thereof, and a phytologically acceptable carrier material. 
     
     
         35 . The composition of  claim 34 , wherein R 2  is 
       
         
           
           
               
               
           
         
       
     
     
         36 . The composition of  claim 34 , wherein R 2  is 
       
         
           
           
               
               
           
         
       
     
     
         37 . The composition of  claim 34 , wherein the composition further comprises an adjuvant surfactant.