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1282996 N - Substituted - naphthalene-1,4,5,8- imides AGFA GEVAERT AG 26 Oct 1970 [3 Nov 1969] 50733/70 Heading C2C [Also in Divisions C4 and G2] N,N1 - bis - (dimethylaminopropyl)- naphthalene 1,4,5,8-diamide is prepared by refluxing 3-amino-1-dimethylaminopropane with naphthalene 1,4,5,8-dianhydri...
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Zusammenfassung: | 1282996 N - Substituted - naphthalene-1,4,5,8- imides AGFA GEVAERT AG 26 Oct 1970 [3 Nov 1969] 50733/70 Heading C2C [Also in Divisions C4 and G2] N,N1 - bis - (dimethylaminopropyl)- naphthalene 1,4,5,8-diamide is prepared by refluxing 3-amino-1-dimethylaminopropane with naphthalene 1,4,5,8-dianhydride. Other N,N1-symmetrically substituted naphthalene diimides, in which the substituents are represented by -XZ, wherein X is (i) alkylene or alkenylene radical which may be interrupted by oxygen or sulphur atoms, phenylene or cycloaliphatic rings or the group RII being hydrogen, alkyl, alkenyl or cycloalkyl, (ii) a saturated or unsaturated cycloaliphatic radical or (iii) a chemical bond and Z is -ORII, or nitrile, RIII being the same as RII except hydrogen, are prepared by substituting the appropriate compounds for 3-amino-1-dimethylaminopropane. Asymmetrically substituted naphthalene diimides of formula wherein X and Z are as above are prepared as above using less amine. This product is now reacted with a different amine or heterocyclic compound to produce asymmetrically disubstituted amines as set out below. N - (dimethylaminopropyl)- naphthalene diimide is prepared by refluxing stoichiometric quantities of the dianhydride and amide. Compounds of formulµ are prepared by refluxing the above N-substituted diimide with nortricyclylamine and N- methyl - N1 - 3 - aminopropyl piperazine respectively. N - ((dimethylaminopropyl) - naphthalene- 1,4,5,8 - mono - imide - mono - anhydride is obtained by condensing the dianhydride with 1 molar equivalent of 3-amino-1-dimethylaminopropane. The HCl salt of the mono-imidemono-anhydride is prepared by conventional methods. |
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