Advances in Heterocyclic Chemistry, Vol. 24 by A.R. Katritzky PDF

By A.R. Katritzky

ISBN-10: 0120206242

ISBN-13: 9780120206247

(from preface)This quantity makes a massive contribution to the method of up-dating past volumes that we've got initiated. Seven of the 9 chapters are dedicated to this objective and any longer we intend to up-date chapters from 10 to fifteen years after their visual appeal, only if significant paintings has been performed within the sector covered.Five chapters were up-dated through the authors of the unique chapters that seemed in prior volumes, as follows: Quinazolines, by means of W. L. F. Armarego (the unique bankruptcy seemed in quantity 1), 3-membered earrings with Heteroatoms, by means of E. Schmitz (Volume 2), Physicochemical features of Purines, by way of J. H. Lister (Volume 6), Reis-sert Compounds, by means of F. D. Popp (Volume 9), and Pyridazines, by means of M. Tiffler and B. Stanovnik (Volume 9).Two different chapters up-date topics coated in prior volumes, yet by means of varied authors: Selenium-Nitrogen Heterocycles, via I. Lalezari, A. Shafiee, and M. Yalpani, which up-dates the contribution through Bulka in quantity 2 on Selenazole Chemistry, and Pyrrolizidines, by way of D. J. Robins, which up-dates the contribution by means of Kochetkov and Likhosherstov in quantity 5.Finally, chapters take care of considerably new themes: Benzo[c]cin-nolines, via J. W. Barton, and 1, 4-Thiazines, through R. J. Stoodley.

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Org. Chem. 40,144 (1975). 93 E. E. Schweizer, S. DeVoeGoff, and W. P. Murray, J. Org. Chem. 42,200 (1977). 94 A. Mendel, J. Heierocycl. Chem. 14, 153 (1977). 95 G. M. Coppola, G. E. Hardtmann, and 0. R. Hster, J. Org. Chem. 41, 825 (1976). 96 G. E. Patent 3936,453 (1976) [ C A 84, 164832 (1976)l. 91 92 Sec. D] 19 QUINAZOLINES whole process was not clear. ~~” + 0 0 D. QUINAZOLINE-2,4-DIONES The cyclization of o-ureidobenzoic esters to quinazoline-2,4-diones and 4-one-2-thiones, respectively, in aqueous alkali proceeded equally well with the N-hydroxy urea (X = 0)and thiourea (X = S)esters 28.

2599 (1970). 159 H. Foulcher, and F. Mathis, Bull. , 2615 (1970). 160 . I. B. Hester, J. Org. Chem. 39, 2137 (1974). 154 32 [Sec. V W. L. F. ARMAREGO obtained from mixing o-aminoacetophenone and methazonic acid turned 3-oxide (59 : R' = out to be 4-methyl-2-nitromethyl-l,2-dihydroquinazoline CH,NO,; R2 = Me). This dihydro compound eliminated nitromethane on melting and formed 4-methylquinazoline 3-oxide. 61 An earlier proposed structure for the bis oxime of N-acetylisatin was shown to be erroneous.

95) HN3 (96) siderably. The rearrangement of 2,3-bridged-4-imino derivatives 95 into the amino-bridged products 96 was similarly investigated. When n was 7 and 9, the half-lives of conversion were 185 and 124 min (at 70°C, pH 13); when n was 6 some rearrangement took place, but considerable hydrolysis of 95 ( n = 6) to the corresponding 2,3-bridged quinazolin-Cone occurred. 222The isomerization of the oxadiazolone 61 to 97 with alkali can be classified as a Dimroth rearrangement. ' 6 3 '" D. J.

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Advances in Heterocyclic Chemistry, Vol. 24 by A.R. Katritzky

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