Advances in Heterocyclic Chemistry, Vol. 10 by A. R., & A. J. Boulton (Eds), Katritzky

By A. R., & A. J. Boulton (Eds), Katritzky

(from preface)The 10th quantity of this serial book contains six chapters, 4 of which care for the final chemistry of a selected staff of heterocyclic compounds: pyridopyrimidines (W. J. Irwin and D. G. Wibberley), benzofuroxans (A. J. Boulton and P. B. Ghosh), isoindolee (J. D. White and M. E. Mann), and pyrylium salts (A. T. Balaban, W. Schroth, and G. Fischer). the remainder chapters are occupied with indole Grignard reagents (R. A. Heacock and S. Kasparek) and with cyclic hydroxamic acids (J. B. Bapat, D, St. C. Black, and R. C. Brown).The foreign taste of the e-book is preserved: our participants come from six international locations in 3 continents.We thank the authors and publishers for his or her cooperation which has allowed construction of this quantity in below 12 months.

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M. V. Gorelik, Ministry of Chemical Industry, Moscow, for helpful correspondence. R. S. Patent No. 3,135,636 (1964); Chem. Abstr. 61, 5446 (1964). G. F. S. Patent No. 3,050,395 (1962);Chem. Abstr. 58, 164 (1963). 1 4 1 W. B. Hardy and R. A. S. Patent No. 3,163,561 (1964); Chem. Abstr. 64, 3559 (1966). 142 J. T. Shew, J. D. Voorhies, and S. M. Davis, French Patent No. 1,374,790 (1964); Chem. Abstr. 62, 7769 (1965). 143 R. H. S. Patent No. 2,630,438 (1953); Chem. Abstr. 47, 5698 (1953). 144 E. Muller and K.

5 221 136 146 27 39 55 23 109 123 123 144 e 111 44H4- 128-129 44H4- e, i 6 109 123 - c1 CH3 OMe -c4H4- CH3 OMe c1 - -c4H4- c1 -c4H4-c4H4- SOZCl - -c4H4- e, i b ? 1 [Sec. ] I 9 10 m C A BENZOFUROXANS r-m or3 3 cA44 3 4 or-m 2 x, 0, x" I U Iu I I + A x" i u 9 m m 4 2 E? 1 I I 0 m v) 3 * c? d 8 37 Substituent at position Molecular formula. 4 5 6 7 Melting point ("C) 154-155 155-156 211 207-209 151 215-216 195-196 Ref. 5 137-139 92 92 22 20 65 65 96 Y [Sec. 1 I 4 I u W t- 39 I TABLE I-continued I+ 0 Substituent at position Molecular formule 4 5 6 7 Melting point ("C) Ref.

R. Katritzky, Chem. Commun. 101 A. J. Boulton, p. 741 (1966). 101a A. J. Boulton, A. C. Gripper Gray, and A. R. Katritzky, J . Chem. SOC. B, 911 (1967). 102 J. H. Boyer and S. E . Ellzey, J . Org. Chem. 24, 2038 (1959). 103 J. H. Boyer and S. E. Ellzey, J . Org. Chem. 26, 4684 (1961). 104 D. Dal Monte Casoni and E. Sandri, Ann. Chim. (Rome) 53, 1697 (1963). A. J. B. GHOSH 22 [Sec. VI. 86Naphtho[ 1,2-c]furoxan is reported to give the corresponding furazan with hydrazine. l8,lo’ The action of copper and hydrochloric acid produces o-nitroanilines in quantitative yield12* 39; with 5-methylbenzofuroxan both aminonitrotoluenes were obtained [Eq.

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