Download Advances in Heterocyclic Chemistry, Vol. 52 by Alan R. Katritzky PDF

By Alan R. Katritzky

This quantity, a part of a chain on heterocyclic chemistry, is anxious with medicinal chemistry, the place derivatives of aminomethylenemalonates are key intermediaries within the synthesis of antimalarial brokers and likewise fulfil different services, comparable to being anticoccidials to be used in breathing infections, bone, joint and epidermis infections and as antibacterial brokers. The e-book additionally covers nineteenth century paintings at the constitution of aminomethylenemalonates, synthesis, different reactions and up to date learn.

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Thus, cyclization of N-(2-aminobenzyl)glycine esters (145)[73GEP(0)2305575; 75JMC224; 76USP3988340; 79GEP(0)2832138; 8OUSP4208521; 82EUP54 180; 84EUP 129258; 85EUP 133234; 86USP4593029; 87USP46704341 or 2-amino-N-(2,2-dimethoxyethyl)benzylamines(81EUP29559) with cyanogen bromide, guanidine, or alkyl isothiourea (79MI3) as well as condensation of ethyl N-(ethoxy-carbonylpheny1)thiocarbamates (146)with 1,2diaminoethane (82JHC1117) gave the imidazo[2,1-b]quinazolines 137 and 142. Y 3. Imidazo[5,1-b]quinazolines Sheriock prepared the imidazo[5,l-b]quinazoline (148)by the conden,4-dihydroquinazolisation of 2-(methylaminomethyl)-4-phenyl-6-chloro-3 ne (147)with formaldehyde [70GEP(O)1932885].

279) (87H2371, 87BSB797). g. 281). 52 MOHAMMED A. E. SHABAN ef a / . [Sec. C Synthesis of the title compounds from benzothiazole precursors has also been accomplished by cyclocondensation of 2-chlorobenzothiazole (282) with anthranilic acids or their esters (34JIC463; 53JA712, 53JOC1380; 75JIC886; 79CB3424,79PHA138). Double ring formation occured when 2-aminothiophenol cyclocondensed with 2-isocyanatobenzoyl chloride to yield (284) (76JHC421). Double ring formation also took place upon cyclization of 2-(2-aminobenzoylamino)thiophenols (285)with ethyl chloroformate to give 279 (69IJC444; 72IJC476).

D MOHAMMED A. E. SHABAN er al. D. BENZIMIDAZO-QUINAZOLINES 1. Benzimidazo[l,2-a]quinazolines Examples (172) of the title compounds were obtained from the reaction of 2-chlorobenzoyl chloride and 2-aminobenzimidazoles (171) (89KGS272). 9 qcl p. KyNR + 0 NyNR NH2 N -HCl 0 ( Z 2) 2. Benzimidazo[2,l-b]quinazolines Benzimidazo[2, I-blquinazolines 174 were prepared by condensing benzimidazoles carrying a leaving group at position 2 (173, LG = C1, NH2, SMe, S03H) with anthranilic acids [71GEP(0)2058185, 71JHC141; 75JMC447; 76USP3963720, 76USP40oO275; 79JCS(P1)3085, 79PHA138; 83JPR88; 85URPll82043; 87KGS 1673; 89KGS2721.

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