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Publikācija: Reactions of Isatoic Anhydride with Diamines

Publication Type Publications in RTU scientific journal
Funding for basic activity Unknown
Defending: ,
Publication language Latvian (lv)
Title in original language Izatskābes anhidrīda reakcijas ar diamīniem
Title in English Reactions of Isatoic Anhydride with Diamines
Field of research 2. Engineering and technology
Sub-field of research 2.4 Chemical engineering
Authors Fricis Avotiņš
Ērika Bizdēna
Inta Strakova
Andris Strakovs
Keywords di(aminoaril)atvasinājumi, di(antranilamīdi), trietoksimetāns, 3-aizvietoti 4(3H)hinazolinoni
Abstract Izatskābes anhidrīda reakcijās ar diamīniem – 1,3-diamino-2-hidroksipropānu, 4,4’-diaminodifenilmetānu, 4,4’-diaminodifeniloksīdu, 4,4’-diaminodifenilsulfīdu, 2,2’-diaminodibenzilu, vārot 3-4 stundas etanolā molu attiecībā 2:1, iegūti atbilstoši bis-antranoilaminoatvasinājumi. To vārīšana trietoksimetānā, izņemot 2,2’-diantranoilaminodibenzilu, dod atbilstošus bis-[4(3H)-hinazolinon-3-il]atvasinājumus. Sintezētie bis-antranoilamīni un [4(3H)-hinazol-3-il]atvasinājumi ir polāros organiskos šķīdinātājos šķīstošas, kušanas temperatūrā stabilas kristāliskas vielas. 1-(2-Aminoetil)piperazīna reakcijā ar izatskābes anhidrīdu iegūts 1-(2-antranoilaminoetil)-4-antranoilpiperazīns. 2-Aminobenzilamīns ar izatskābes anhidrīdu molu attiecībā 1:1 dod 2-aminobenzilantranilamīdu. Iegūto savienojumu struktūru apliecina KMR 1H un IS spektri.
Abstract in English In reactions of isatoic anhydride with diamines – 1,3-diamino-2-hydroxypropane, 4,4’-diaminodiphenylmethane, 4,4’-diaminodiphenyloxide, 4,4’-diaminodiphenylsulphide, 2,2’-diaminodobenzyle, in molar ratio 2:1, when boiled 3-4 hours in ethanole, corresponding bis-anthranoylaminoderivatives were obtained. Boiling of these compounds with exception of 2,2’-diaminodibenzyle, gave corresponding bis-[4(3H)-quinazolinon-3-yl] derivatives. The synthesized compounds are well soluble in polar organic solvents, stable at melting temperatures crystalline substances. In reaction of 1-(2-aminoethyl)piperazine with isatoic anhydride 1-(2-anthranoylaminoethyl)-4-anthranoylpiperazine was synthesized. 2-Aminobenzylamine with isatoic anhydride in molar ratio 1:1 afford 2-aminobenzylanthranylamide. The structure of obtained compounds are confirmed with 1H-NMR and IR spectra.
Reference Avotiņš, F., Bizdēna, Ē., Strakova, I., Strakovs, A. Reactions of Isatoic Anhydride with Diamines . Materials Sciences and Applied Chemistry. Vol.16, 2008, pp.142-147. ISSN 1407-7353.
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