Patent ID: 6057449
Filing Date: 2000-05-02
Classification: C07D,C09B

Abstract:
A process for the direct preparation of a pigmentary 1,4-diketopyrrolo[3,4-c]pyrrole of the formula (I) ##STR75## wherein each of R.sub.1 and R.sub.2 independently of the other is an isocyclic or heterocyclic aromatic radical, which process comprises heating an appropriate molar ratio of a disuccinate with a nitrile of the formula (II) ##STR76## or of the formula (III) ##STR77## or with mixtures of said nitrites, in an organic solvent and in the presence of a strong base and an effective amount of a particle growth inhibitor, to form an intermediate condensation product, and protolyzing said intermediate condensation product to form the compound of formula (I), wherein said particle growth inhibitor isa compound of formula (IV) ##STR78## wherein R.sub.3, R.sub.4 and R.sub.5 are, each independently of the other, hydrogen, chlorine, bromine, fluorine, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy or an isocyclic or heterocyclic aromatic radical and Q is a quinacridone or diketopyrrolopyrrole moiety;a compound of formula (V) ##STR79## wherein R.sub.6, R.sub.7 and R.sub.8 are, each independently of the other, hydrogen, chlorine, bromine, fluorine, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy or an isocyclic or heterocyclic aromatic radical and Q is as defined above;a compound of formula (VI) ##STR80## wherein R.sub.9, R.sub.10, R.sub.11 and R.sub.12 are, each independently of the other, hydrogen, chlorine, bromine, fluorine, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy or an isocyclic or heterocyclic aromatic radical and Q is as defined above;a compound of formula (VII) ##STR81## wherein X is hydrogen, sodium, potassium, magnesium, calcium, strontium or aluminum and Q is as defined above;a compound of formula (VIII) ##STR82## wherein n is an integer from 2 to 4; R.sub.13 and R.sub.14 are, each independently of the other, C.sub.1 -C.sub.6 alkyl or together with the nitrogen atom to which they are bonded form a 5- or 6-membered heterocyclic ring; and Q is as defined above;a compound of formula (IX) ##STR83## wherein R.sub.15 is hydrogen, chlorine, bromine, fluorine, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, phenyl, di-C.sub.1 -C.sub.6 alkylamino, C.sub.1 -C.sub.6 alkylthio, phenylthio or phenoxy, and Q is as defined above; wherein said compound is substituted by from 0 to 6 moles of --SO3M per mole of said compound, wherein M is hydrogen or a metal or ammonium cation;or a compound of the formula (X) ##STR84## wherein R.sub.27 and R.sub.28 are, each independently of the other, hydrogen, chlorine, bromine, fluorine, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy or an isocyclic or heterocyclic aromatic radical and Q is as defined above.