1991
DOI: 10.1007/bf00767258
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Synthesis of 7-aminoquinoline and 7-aminoquinazoline derivatives and their antimicrobial activity

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Cited by 8 publications
(3 citation statements)
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“…137 Compounds 166 and 167, patented as animal growth stimulators, have been prepared by the reaction of the imidate 6a with primary or secondary amines. 138 On refluxing in ethanol, the imidate 6a reacts with hydrochlorides of primary (168) or secondary (169) amines being thus converted into compounds 170 or 171. 139,140 2-Phenyliminopiperidine has been synthesised from the lactone 22a; first, the lactone was converted into the imidate 6a by treatment with dimethyl sulfoxide, and then the latter was made to condense with aniline.…”
Section: Reactions With Amines and Their Derivativesmentioning
confidence: 99%
“…137 Compounds 166 and 167, patented as animal growth stimulators, have been prepared by the reaction of the imidate 6a with primary or secondary amines. 138 On refluxing in ethanol, the imidate 6a reacts with hydrochlorides of primary (168) or secondary (169) amines being thus converted into compounds 170 or 171. 139,140 2-Phenyliminopiperidine has been synthesised from the lactone 22a; first, the lactone was converted into the imidate 6a by treatment with dimethyl sulfoxide, and then the latter was made to condense with aniline.…”
Section: Reactions With Amines and Their Derivativesmentioning
confidence: 99%
“…The exploration of new heterocycles that can accommodate potency to multiple biological targets remains an intriguing scientific endeavor. As an important pharmacophore, quinazoline has a variety of biological activities such as anticancer, 1) antibacterial 2) and anti-inflammatory. 3) Different azoles, benzoxazoles, benzothiazoles and benzimidazoles are associated with diverse pharmacological activities viz., analgesic, antituberculosis, 4) antimicrobial, 5,6) anti-inflammatory, antioxidant and antiviral.…”
mentioning
confidence: 99%
“…1,[30][31][32][33] Although most of these are applicable to acyclic amides, methods for cyclic amides, especially without an aryl group, are somewhat limited. [34][35][36][37] These limitations have led to the continuous development of new procedures for cyclic amides, such as cyclocondensation of isatoic anhydride with lactams, 12) metal catalyzed reductive N-heterocyclization of N-(2-nitrobenzoyl)lactams in the presence of CO,13,14) reaction of 2-aminobenzamide with succinic anhydride, 15) intramolecular aza-Wittig reaction of N-(2-azidobenzoyl)lactams, 9,16) condensation of anthranilic acid with O-alkyllactims 6,[18][19][20] or S-alkyllactims, 8) reaction of anthranilic acid with SOCl 2 followed by cyclization with lactams, 17) cyclization of iminochlorides generated from lactam and methyl anthranilate, 11) solid-phase synthesis, 7,9) and microwave assisted synthesis.10,12) Nevertheless, the biological importance of 4(3H)-quinazolinone and related compounds still spurred the development of a new and simple synthetic method for theses compounds. [38][39][40][41][42][43] As a part of our research on biologically important natural products, we herein described a simple one-pot procedure for the preparation of 1 as well as related alkaloids 3, 4 and 5 in multi-gram quantity.…”
mentioning
confidence: 99%