Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system
Patent
1977-02-22
1979-03-27
Rizzo, Nicholas S.
Organic compounds -- part of the class 532-570 series
Organic compounds
Four or more ring nitrogens in the bicyclo ring system
544137, 544368, 260304T, 260307D, 546198, C07D27762
Patent
active
041467124
ABSTRACT:
A process for the manufacture of coumarin dyes of the formula ##STR1## wherein Y represents a sulphur or an oxygen atom and the ring B can carry non-ionogenic substituents or substituted or unsubstituted fused rings, and A represents a hydrogen atom, a hydroxyl, alkoxy or phenoxy group, a nitrogen-containing heterocyclic ring system which is fused to two carbon atoms or represents a group --NR.sub.1 R.sub.2, in which R.sub.1 represents a substituted or unsubstituted alkyl or phenyl group, R.sub.2 represents a hydrogen atom or has one of the meanings assigned to R.sub.1, or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached represent a 5- or 6-membered ring system, which process comprises condensing heterocyclic products of the formula ##STR2## wherein R represents a --CN--, --COOR' or ##STR3## group, in which R' represents a substituted or unsubstituted alkyl or aryl group and each of R" and R'" independently can be the same as R' or a hydrogen atom, or together with the nitrogen atom to which they are attached form a heterocyclic 5- or 6-membered ring, and Y and B are as defined above, with the proviso that, if Y represents a sulphur atom, the reaction mixture consisting of malodinitrile and o-aminothiophenols is used as starting material, in the presence of an organic solvent and a catalytic amount of a strong acid, with an aldehyde of the formula ##STR4## wherein A is as defined above.
REFERENCES:
patent: 3014041 (1961-12-01), Hausermann et al.
patent: 4055568 (1977-10-01), Patsch et al.
Borsche et al., Berichte, 37, 3163-3167 (1904).
Almaula Prabodh I.
Ciba-Geigy Corporation
Rizzo Nicholas S.
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