Synthesis of Novel 2-Aryloxy-3-(4-chlorophenyl)-8-substituted-5-aryl-8,9-dihydro-3H-chromeno[2,3-d]pyrimidine-4,6(5H,7H)-dione Derivatives

Twenty‐one novel 2‐aryloxy‐3‐(4‐chlorophenyl)‐8‐substituted‐5‐aryl‐8,9‐dihydro‐3H‐chromeno[2,3‐d]pyrimidine‐4,6(5H,7H)‐diones 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o, 5p, 5q, 5r, 5s, 5t, 5u were designed and easily synthesized via a tandem aza‐Wittig reaction. Treatment of iminoph...

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Veröffentlicht in:Journal of heterocyclic chemistry 2015-05, Vol.52 (3), p.744-750
Hauptverfasser: Wang, Zhong-Xia, Chen, Li-Zhuang, Wang, Fang-Ming, Li, Bei, Han, Guang-Fan
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Sprache:eng
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Zusammenfassung:Twenty‐one novel 2‐aryloxy‐3‐(4‐chlorophenyl)‐8‐substituted‐5‐aryl‐8,9‐dihydro‐3H‐chromeno[2,3‐d]pyrimidine‐4,6(5H,7H)‐diones 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j, 5k, 5l, 5m, 5n, 5o, 5p, 5q, 5r, 5s, 5t, 5u were designed and easily synthesized via a tandem aza‐Wittig reaction. Treatment of iminophosphorane 3 with 4‐chlorophenyl iso‐cyanate gave carbodiimide 4, which reacted with phenols to provide the title compounds in 50–73% isolated yields. All compounds 3 and 5 were confirmed by infrared, 1H‐NMR, mass spectra, and elemental analysis, and compound 5a was further analyzed by single‐crystal X‐ray diffraction, and the title compounds were synthesized with the purpose of bringing in some new chemical and biological interests.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.2183