(FR2266701) 1448657 Pyran-carboxylic acid anilides HOECHST AG 2 April 1975 [4 April 1974] 13570/75 Heading C2C Novel pyran-carboxylic acid anilides of Formula I in which R is C 2 or C 3 alkyl or alkoxy in the 2- or 3-position, are prepared either by (a) reacting a 2-methyl-5,6-dihydro-4H-pyran-3-carboxylic acid halide, preferably the acid chloride, with an R-substituted aniline in the presence of an inorganic or tertiary organic base or an excess of the aniline, or (b) reacting 2-methyl-5,6-dihydro.4H-pyran-3-carboxylic acid with an R- substituted phenyl isocyanate, or (c) reacting a 2 - methyl - 5,6 - dihydro - 4H - pyran - 3 - carboxylic acid ester with an R-substituted aniline in the presence of an anhydrous inorganic base. The compounds of Formula I are used in fungicidal compositions. (From GB1448657 A)
(FR2266701) R E V E NR DIC HAS TI ONS 1. Anilides of the acid 2-methy1-5,6-dihydropyranne-3-carbox:: linue answering the general formula H T1 0 CH 7, in which R renresente one - radical alkyl or alcoxy containing 2 or 5 atoms of carnone. P. -. Ethyl-P anilide of the acid methyl-2 dihydro-5,6 4:00 - pyran-carboxyliqueH5. 5. Ethoxy-2 anilide of the acid methyl-2 dihydro-5, 6.414-pyran-carboxylic-5. 4. Isooropy1-2 anilide of 414-pyran-carboxylic-3 acid methyl-2 dihydro5,6. 5. Ethoxy-J anilide of the acid methyl-2 dihydro-5, 6 4:00 - pyran-carboxylic-3. 6. Method of preparation of anilides of the acid methyl-2 dihydro-5,6 4:00 - pyran-carboxylioue-5 according to the reven-. dication 1, characterized in that one makes react a halogeniire, preferably the chloride, acid methyl-2 dihydro-5,6 4. H-pyran-carboxylic: 5 with anilines carrying of the adapted substituents, in the presence of baste or of based organic tertiary sectors, or of an excess of concerned aniline. 7. Method of preparation of anilides of the acid methyl-2 dihydro-5,6 1 n-1 - - pyran-carboxylic-5 according to claim 1, characterized in that one makes react the acid methy1-2 dihydro-5,6 4:00 - pyran-carboxylic-.5 with isocyanato-benzenes carrying of the suitable substituents. 8. Method of preparation of anilides of the acid methyl-2 dihydro-5,6 1 u-r. - pyran-7.carboxylique-5 according to, claim 1, characterized in that one makes react an ester del' acid methyl-2 dihydro-5,6 4:00 - pyran-carboxylic-3 with a suitably substituted aniline, in presence - mineral bases anhydrous. ORIGINAL BAD 9. Plant health products containing, like active matter, a compound according to any of - claims 1 to 5, in partnership with usual auxiliaries of formulation. 10. Application of composed according to one which conch of claims 1 to 5 for the fight against diseases mycetiennes of plants. 11. Method for the fight against - diseases mycetiennes of plants, characterized in that one treats the plants by an effective quantity of a compound according to 1 ' - unspecified of claims 1 to 5.