SYNTHESIS OF 2,3-DIHYDRO-5H-OXAZOLO[2,3-B]QUINAZOLIN-5-ONES

被引：14

作者：

PEET, NP

ANZEVENO, PB

机构：

[1] Dow Chemical Company, Indanapolis, Indiana, 46268, Building 219

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1979年 / 16卷 / 05期

关键词：

D O I：

10.1002/jhet.5570160510

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodide‐catalyzed ring expansion of 2‐[(1‐aziridinylcarbonyl)amino]benzoic acid methyl ester (2) gave 2,3‐dihydro‐5H‐oxazolo[2,3‐b]quinazolin‐5‐one (3) in quantitative yield. Treatment of the dimethyl analog of 2 (9) with sodium iodide in acetone gave a mixture of the 2,3‐dihydro‐2,2‐dimethyl‐ (10) and 2,3‐dihydro‐3,3‐dimethyl‐5H‐oxazolo[2,3‐b]quinazolin‐5‐ones (11). However, rearrangement of 9 with sulfuric acid produced only 10. Synthesis of 11 by another route for comparison is described, and the known syntheses of 2,3‐dihydro‐5H‐oxazolo[2,3‐b]quinazolin‐5‐ones are reviewed. Copyright © 1979 Journal of Heterocyclic Chemistry

引用

页码：877 / 880

页数：4

共 15 条

[1] 4H-3,1-BENZOXIAZINONE-(4) .6. EINWIRKUNG VON PHOSPHOROXYCHLORID AUF 2-[2.4-DIOXO-1.2.3.4-TETRAHYDRO-CHINAZOLYL-(3)]-BENZOESAURE-[2-HYDROXY-ATHYLAMID] . UMWANDLUNG EINES DIHYDRO-12H-CHINAZOLINO[2.1-B]CHINAZOLINDIONS-(5.12) IN EIN TETRAHYDRO-IMIDAZO[2.1-B]CHINAZOLINON-(5) [J].