The Preparation of Substituted 5H-Pyrazolo[1,5-c] [1,3]-Benzoxazin-5-ones from the Trianions of Certain Hydroxyphenylcarboethoxyhydrazones

References

• Foote , R. S. , Beam , C. F. and Hauser , C. R. 1970 . J. Heterocycl. Chem. , 7 : 589 Beam, C.F., Reames, D.C., Harris, C.E., Dasher, L.W., Hollinger, W.M., Shealy, N.L., Sandifer, R.M., Perkins, M., and Hauser, C.R., J. Org. Chem., 1975, 40, 514; Beam, C.F., Hall, H.L., Huff, A.M., Tummons, R.C., O'Grady, S. A., J. Heterocycl. Chem., 1984, 21, 1897
   Web of Science ®Google Scholar
• Beam , C. F. , Dyer , M. C. D. , Schwarz , R. A. and Hauser , C. R. 1970 . J. Org. Chem. , 35 : 1086 Perkins, M., Beam, C.F., and Hauser, C.R., Org. Syn., 1975, 55, 39; Sandifer, R.M., Schaffer, L.M., Hollinger, W.M., Reames, D.C., and Beam, C.F., J. Heterocycl. Chem., 1976, 13, 607
   Google Scholar
• Brown , J. , Sides , K. L. , Fulmer , T. D. and Beam , C. F. 1979 . J. Heterocycl. Chem. , 16 : 1669 Mack, H. M., Davis, E.A., Kadkhodayan, B., Taylor, R.A., Duncan, D.C., and. Beam, C.F., J. Heterocycl. Chem., 1987, 24, 1733
   Google Scholar
• Fulmer , T. D. , Dasher , L. P. , Bobb , B. L. , Wilson , J. D. , Sides , K. L. and Beam , C. F. 1980 . J. Heterocycl. Chem. , 17 : 799 Park, D.J., Fulmer, T.D., and Beam, C.F., J. Heterocycl. Chem., 1981, 18, 649; Huff, A.M., Hall, H.L., Smith, M.J., O'Grady, S.A., Waters, F.C., Fengl, R.W., Welsh, J.A., and Beam, C.F., J. Heterocycl. Chem., 1985, 22, 501; Duncan, D.C., Trumbo, T.A., Almquist, C.D., Lentz, T.A., and Beam, C.F., J. Heterocycl. Chem., 1987, 24, 555
   Web of Science ®Google Scholar
• Beam , C. F. , Foote , R. S. and Hauser , C. R. 1971 . J. Chem. Soc. , C : 1658 Beam, C.F., Foote, R.S., and Hauser, C.R., J. Hetercycl. Chem., 1972, 9, 183; Sandifer, R.M., Dasher, L.W., Hollinger, W.M., Thomas, C.W., Reames, D.C., Beam, C.F., Foote, R.S., and Hauser, C.R., J. Hetercycl. Chem., 1975, 12, 1159; Beam, C. F., Sandifer, Foote, R.S., and Hauser, C.R., Synthetic Communications, 1976, 6, 5
   Google Scholar
• Huff , A. M. and Beam , C. F. 1986 . J. Heterocycl. Chem. , 23 : 1343
   Web of Science ®Google Scholar
• Chem. Abstr. indexes these compounds as: substituted 5H‐pyrazolo‐[1,5‐c] [1,3]‐benzoxazin‐5‐ones. Other references, benzopyrano‐[3,4‐b] ‐pyrazoles
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• Chem. Abstr. for any given year will indicate a large number of varied citations where coumarins are prepared and studied for anticoagulant activity. Pyrazoles and related compounds are also prepared and studied for their potential agricultural use
   Google Scholar
• Rabjohn , N. and Barnstorff , H. D. 1953 . J. Amer. Chem. Soc. , 75 : 2259 Zachinyaev, Ya. V., Onoklin, S.A., and Frolkov, A. N., Khim. Prom‐st., Ser. Reakt. Osobo Chist. Veshchestva, 1980, 26
   Google Scholar
• Mirone , P. and Vampiri , M. 1952 . Atti Accad. Nazi. Lincei., Rend. Classe Sci. Fis., Mat e Nat. , 12 : 583 Carboethoxyhydrazones were rapidly prepared in 50–70% yield by dissolving 0.05 mol. of ketone and 0.05 mol. of ethyl carbazate in 150 mL of ethanol. After adding 0.5 mL of glacial acetic acid, the solution was heated slowly to boiling (hood) until the volume of the solution was reduced to ca. 50 mL (20–25 min.). Crystallization usually occurred on cooling; refrigeration overnight plus addition of several drops of water was sometimes required. See also:, Chem. Abstr., 1952, 46, 9423
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• Varian Associates, EM‐360L Nuclear Magnetic Resonance Spectrometer; tetramethylsilane (TMS), internal standard
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• Addition of D2O to each sample did not supply additional information
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• Perkin Elmer, 710B Infrared Spectrometer
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• Jurd , L. 1975 . Tetrahedron , 31 : 2884 Chem. Abstr. made reference to the two publications dealing with the preparation of substituted 5H‐pyrazolo‐[1,5‐c] [1, 3]‐benzoxazin‐5‐ones cited herein. Only 1,10b‐dihydro derivitives of compounds of this fused‐ring structure were also cited. See:
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