Double Anion Capture Reactions of Anthranilic Esters with Oxaldiimidoyl Dichlorides − Efficient Synthesis of 2,2′-Biquinazoline-4,4′(3H,3′H)-diones

Autor:	Peter Langer, Helmar Görls, Manfred Döring, Jörg Wuckelt
Rok vydání:	2001
Předmět:	chemistry.chemical_compound Chemistry Organic Chemistry Condensation Oxalic acid Regioselectivity Organic chemistry Physical and Theoretical Chemistry Ring (chemistry) Medicinal chemistry Ion
Zdroj:	European Journal of Organic Chemistry. 2001:1503-1509
ISSN:	1099-0690 1434-193X
DOI:	10.1002/1099-0690(200104)2001:8<1503::aid-ejoc1503>3.0.co;2-3
Popis:	The reaction of anthranilic acids with oxaldiimidoyl dichlorides offers a new and convenient synthesis of quinazolin-4-ones. Condensation of anthranilic esters with diimidoyl dichlorides affords 2,2′-biquinazoline-4,4′(3H,3′H)-diones, which constitute a new class of dimeric heterocyclic compounds. In contrast, condensation of the dianion of N-methyl ortho-tolylamide with di(imidoyl) dichlorides affords seven- rather than six-membered ring products. Starting with 2-aminopyridine, 2,3-diimino-2,3-dihydroimidazo[1,2-a]pyridines could be efficiently prepared.
Databáze:	OpenAIRE
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