Quinazolin-2-ones Having a Spirohydantoin Ring. III. A General and Efficient Synthesis of 3'-Substituted Spiro(imidazolidine-4,4'(1'H)-quinazoline)-2,2',5(3'H)-triones.

2'-Methoxy-5'-methoxycarbonylspiro[acridine-9(10H),4'(5'H)-thiazole]

“…The shortest intramolecular contacts are: 02-..C4 3.023 (3), 02...C5 3.198 (3) and C4..-C16 2.805 (3),~,. A similar unusual value of 1.57 A, for the thiaxoline C--C bond was found in 2'-amino-3-methylspiro[quinazoline-4(1H),5'-thiazoline]-2,4P(3H)-dione (Yamagishi et al, 1991). The other bond distances and angles in the molecule have usual values.…”

“…A search in the Cambridge Structural Database (Allen et al, 1993) showed that the title compound represents the first example of such a spiro compound containing dihydroacridine and thiazoline rings. On the other hand, a similar spiro compound containing quinazoline and thiazoline rings was described by Yamagishi et al (1991). (Johnson, 1965) view of the title compound.…”

Facile regiodivergent synthesis of spiro pyrrole-substituted pseudothiohydantoins and thiohydantoins via reaction of [e]-fused 1H-pyrrole-2,3-diones with thiourea

“…Syntheses of regioisomeric 5-spiro-substituted thiohydantoins and pseudothiohydantoins: previous [10] and this work.…”

“…Considering that to the best of our knowledge, only a sole report exists [10] that describes the synthesis of regioisomeric 5-spiro-substituted thiohydantoins and pseudothiohydantoins and their PTR (Scheme 2), we were encouraged to develop a divergent synthetic approach to access regioisomeric thiohydantoins and pseudothiohydantoins that are spiro-fused to a pharmacologically valuable pyrrole-2-one fragment and to investigate the scope and conditions of their PTR behavior (Scheme 2).…”