Process for producing 1,2,5,6-tetrahydro-4h-...

Details Process for producing 1,2,5,6-tetrahydro-4h-... Process for producing 1,2,5,6-tetrahydro-4h-...

C - Chemistry, Metallurgy

07

D

260/271.3

C07D 471/06 (2006.01)

Patent

CA 1252466

- 1 - A process for producing 1,2,5,6-tetrahydro-4H-pyrrolo- [3,2,1-ij]-quinolin-4-one, and novel 5-halo-1,2,3- (1,2-dihydropyrrolo)-4-quinolones as intermediates for carrying out the process Abstract There is described a novel process for producing 1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]-quinolin-4-one (4-lilolidone), usable as fungicide and corresponding to the formula Image , as well as novel 5-halo-1,2,3-(1,2-dihydropyrrolo)-4- quinolones of the formula Image , in which "Hal" is chlorine or bromine, which are formed as intermediates during the process, which process comprises reacting an N-haloacetylindoline of the formula Image in which "Hal" is chlorine or bromine, with an addition product formed from an N,N-disubstituted formamide of the formula - 2 - Image , in which R1 is C1-C4-alkyl or phenyl, and R2 is C2-C4- alkyl, and an acid halide to give a 5-halo-1,2,3-(1,2- dihydropyrrolo)-4-quinolone of the formula Image in which "Hal" is chlorine or bromine; and then converting this compound, by catalytic hydrogenation, into 4-lilolidone of the above formula.

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