Process for preparation of asymmetric isoindoline pigments

Details Process for preparation of asymmetric isoindoline pigments Process for preparation of asymmetric isoindoline pigments

1992-03-06

1994-07-05

Ford, John M.

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

544298, 544301, 544287, 544249, C07D40304

Patent

active

053268725

ABSTRACT:
This invention relates to a process for preparing asymmetric isoindoline pigments of the formula ##STR1## in which R.sup.1 is an electron-withdrawing group, R.sup.2 and R.sup.3 are independently hydrogen, alkyl, or aryl, and R.sup.4 R.sup.5 R.sup.6 and R.sup.7 are independently hydrogen, halogen, alkyl, alkoxy, or aryloxy. The process employs an initial reaction of a 1,2-dicyanobenzene with an alcohol in an organic medium in the presence of a base. The resultant imino-isoindoline intermediate composition reacts without isolation with a cyanomethylene compound NC--CH.sub.2 -R.sup.1 to form a partly condensed product that is then condensed, optionally without isolation, in the presence of water with barbituric acid or a derivative thereof to form the asymmetric isoindoline pigment.

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R. Baumann et al., "Isoindolenine als Zqischenprodukte der Phthalocyanin-Synthese", Agnew, Chem., 68, 133-150 (1956).
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