By A. R. & Boulton, A. J. [Eds]. Katritzky
The current quantity involves 4 chapters. the 1st (by Ollis and Ramsden) classifies and discusses the chemistry of that attention-grabbing workforce of compounds referred to as meso-ionic heterocycles and features a worthwhile normal definition of the time period. the second one bankruptcy (Litvinov and Gol'dfarb) offers with structures with (or extra) thiophene (or selenophene) jewelry without delay fused jointly. The 1,2,3-triazines, in addition to the better-known 1,2,3-benzotri-azines and different fused 1,2,3-triazine structures, are mentioned within the 3rd bankruptcy, through Kobylecki and McKillop. within the final bankruptcy George, Khetan, and Gupta deal with heterocyclic syntheses which contain the addition of nucleo-philic reagents to acetylenic esters.
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Additional info for Advances in Heterocyclic Chemistry, Vol. 19
Holm, G. Isaksson, and J. Sandstrom, J. Chem. ,Ckem. , 376 (1974). l9 E. Geisler, Ber. 57, 2076 (1924). wA. E. Tschitschibabm and N. N. Woroshtzow, Ber. 66 364 (1933). F. Duffm and J. D. Kendall, J. Chem. ,734 (1951). 82H. Kato, K. Tsnaka, and M. Ohta,Bull. Ckem. Soc. Jap. 35, 1901 (1962). H. Kato, K. Tanaka, and M. Ohta, Bull. Ckem. Soc. Jap. 39, 1248 (1966). Sec. 84-86 However, N-acetyl derivatives (126, R3= Ac) are formed by acetylation of the salts 126, R3 = H, and then treatment with base does yield N-acetyl derivatives of the meso-ionic 1,3-thiazol-4-imines (124, R3= A c ) .
36The monomer (71) could not be isolated, but acetyl(67, R = Me) and benzoyl (67, R = Ph) derivatives were prepared from a G. Singh and S. , 3789 (1964). W. D. Burrows, J. Om. Chem. 31, 3435 (1966). 34M. Ohta and T: MaserNippon Kogaku Zasshi89, 714 (1968); [CA 70, 11603v 32 33 (1969)l. 3 s C . ’Greco, R. P. Gray, and V. G . Grosso, J. Org. Chem. 32, 4101 (1967). V. Boyd, Chem. , 1410 (1968);G . V. Boyd and P. H. Wright, J. Chem. , Perkin Trans. I, 909, 914 (1972). W. D. OLLIS AND C. A. RAMSDEN 18 [Sec.
Sec. 84-86 However, N-acetyl derivatives (126, R3= Ac) are formed by acetylation of the salts 126, R3 = H, and then treatment with base does yield N-acetyl derivatives of the meso-ionic 1,3-thiazol-4-imines (124, R3= A c ) . 86 R2 / R' s v R R 3 R4 (124) RZ R' ~1 )=N/ p i ' R2 ~1 x- "YCN R4 (125) S qR4 h ' H R 3 R2 " YR4O N H 2 (126) (127) The N-acetyl derivatives of the 2-alkylthio-1,3-thiadiazol-4-imines R' = SR, R3 = Ac) undergo nucleophilic displacement reaction with amines (benzylamine, cyciohexylamine, morpholine, or aniline) giving the 2-amino derivatives (124, R1= NR,, R3= A c ) .