Chromene derivatives, a process for the preparation thereof...

C - Chemistry – Metallurgy – 07 – D

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260/354, 167/12.

C07D 311/58 (2006.01) A01N 43/16 (2006.01) A01N 43/24 (2006.01) A01N 43/30 (2006.01) A01N 43/32 (2006.01) C07D 311/22 (2006.01) C07D 311/64 (2006.01) C07D 311/70 (2006.01) C07D 493/04 (2006.01)

Patent

CA 1253510

ABSTRACT The invention relates to a process for the preparation of chromenes of the general Formula V Image V (wherein R1 and R2 are hydrogen, optionally halogeno substituted C1-6 alkyl or aryl; R3 and R7 stand for hydrogen, halogen or C1-6 alkyl; R4 represents C1-8 alkyl, aryl, aralkyl or a group:containing a carbonyl group; R5 and R6 stand for C1-10 alkyl, aryl, amino, hydroxyalkyl, alkoxyalkenyl, alkylmercaptoalkyl, acyl, carboxy or an ester group or a halogen atom; n is 0 or 1) which comprises a) for the preparation of compounds, in which R5 and R6 stand for different groups, reacting a compound of the general Formula I Image (I) with an approximately equimolar, preferably 0.8-1.5 molar amount of a reactant of the general Formula R5-X - related to the amount of the compound of the general Formula I (wherein R5 has the same meaning as stated above and X is halogen) and react- ing the O-monosubstituted compound of the general Formula III Image (III) (wherein R1-R6 and n are as stated above) obtained with a 1.1-1.5 molar amount of a compound of the general Formula III (wherein R6 and X are as stated above); or b) for the preparation of compounds, in which R5 and R6 stand for the same group, reacting a chromanone of the general Formula I (wherein R1-R4 and m have the meaning as stated above) with a 203 molar amount of a compound of the general Formula R5-X - related to the amount of the compound of the general Formula I (wherein R5 and X are as stated above), preferably in the presence of a base, a catalyst and a solvent, and thereafter reducing the O-substituted chromanone derivative of the general Formula III thus obtained (wherein R1-R6 and n are as stated above) and dehydrating the chromanol derivative of the general Formula IV Image (IV) thus obtained (wherein R1-R6 and n are as stated above) in acidic- aqueous medium. The compounds of the general Formula V are partly new and useful for the preparation of pesticides.

447468

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