D. Hesek, A. Rybár
Nov 1, 1994
Citations
0
Influential Citations
6
Citations
Journal
Monatshefte für Chemie / Chemical Monthly
Abstract
Summary6-Phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,8,9-hexahydro-[1,3,5]-thiadiazepino-[3,2-f]-purine (5) was obtained by a three-step synthesis from 8-mercapto-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1) and 2-(benzoylamino)-ethyl chloride (2)via 8-(benzoylaminoethylthio)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (3) and its chloromido derivative4. The analogous 9-phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,6,7-hexahydro-[1,3,6]-thiadiazepino-[3,2-f]-purine (7) was synthesized either from compound1 and N-(2-chloroethyl)-benzimido chloridevia N-(chloroethyl)-S-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-7H-purin-8-yl)-benzothioimide (6), or alternatively from 7-(2-benzoylaminoethyl)-8-bromo-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (9), its 8-mercapto derivative10 and the corresponding chloroimido compound11 being the intermediates.Zusammenfassung6-Phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,8,9-hexahydro-[1,3,5]-thiadiazepino-[3,2-f]-purin (5) wurde in drei Stufen aus 8-Mercapto-1,3-dimethyl-3,7-dihydro-1H-purin-2,6-dion (1) und 2-(Benzoylamino)-ethylchlorid (2)via 8-(2-Benzoylaminoethylthio)-1,3-dimethyl-3,7-dihydro-1H-purin-2,6-dion (3) und sein entsprechendes Chlorimid-Derivat4 dargestellt. Das analoge 9-Phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,6,7-hexahydro-[1,3,6]-thiadiazepino-[3,2-f]-purin (7) wurde entweder aus Verbindung1 und N-(2-Chlorethyl)-benzimidochloridvia N-(Chlorethyl)-S-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-7H-purin-8-yl)-benzothioimid (6) oder aus 7-(2-Benzoylaminoethyl)-8-brom-1,3-dimethyl-3,7-dihydro-1H-purin-2,6-dion (9), seinem 8-Mercapto-Analogen10 und dem entsprechenden Chlorimid-Derivat11 erhalten.