Photochemical isomerization of aryl hydrazones of 1,2,4-oxadiazole derivatives into the corresponding triazoles.
نویسندگان
چکیده
The photochemical version of the Boulton-Katritzky reaction has been studied, examining the behaviour of the arylhydrazones of 3-benzoyl-5-X-1,2,4-oxadiazoles. The effect of several modifications of the substrates structure (the E and/or Z structures of arylhydrazones, the possible presence of substituents in the arylhydrazono moiety, and the nature of substituents at C-5 of the 1,2,4-oxadiazole ring) on the course of the photochemical rearrangement has been examined.
منابع مشابه
Anti-hepatitis B virus activity of new 1,2,4-triazol-2-yl- and 1,3,4-oxadiazol-2-yl-2-pyridinone derivatives.
A number of 1,3,4-oxadiazole, 3-9, and 1,2,4-triazole derivatives, 13-15, were synthesized starting form the acid hydrazide 1. The 1,3,4-thiadiazole derivative 12 was prepared from the substituted phenylthiosemicarbazide derivative 11 by treatment with sulfuric acid. The aryl hydrazone derivatives 10a-c were synthesized by reaction of the hydrazide 1 with the corresponding ketones. The thioalky...
متن کاملSynthesis of some New Imidazolones and 1,2,4-Triazoles Bearing Benzo[b]thiophene Nucleus as Antimicrobial Agents
2-Phenyl-1-(3?,5?-dichloro-2?-benzo(b)thiophenoylamino)-4-arylidine-5-imidazolones (2a-j) were prepared from the 2-hydrazinocarbonyl-3,5-dichlorobenzo[b]thiophene 1 by the reaction with different oxazolinone which were prepared by the condensation of substituted benzaldehyde with benzoyl glycine in presence of sodium acetate and acetic anhydride. Reaction of 1 with different aromatic isothiocya...
متن کاملA new facile route to synthesize thieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine derivatives
A new facile route for synthesis of 3- (aryl) -8, 9- di (alkyl) thieno [3,2-e] [1,2,4] triazolo pyrimidines derivative from the same starting material, 2- amino - 4,5 -di (alkyl) thiophene-3- carboxamide, has been developed through heterocyclization of the corresponding arylidene-hydrazino -5,6 -di (alkyl) thieno [2,3-d] pyrimidine under refluxing condition with acetic anhydride followed by air...
متن کاملSynthesis of oxadiazoles, thiadiazoles and triazoles derived from benzo[b]thiophene.
In this work 3-chloro-2-chlorocarbonylbenzo[b]thiophene (1) was prepared from cinnamic acid and then converted into the acid hydrazide 2. The azomethines 3a-e were prepared from the corresponding aryl aldehydes and the acid hydrazide 2. Treatment of compound 2 with formic acid gave the N-formyl acid hydrazide 4, which upon refluxing with phosphorous pentoxide or phosphorous pentasulphide in xyl...
متن کاملGreen synthesis and evaluation of 5-(4-aminophenyl)-4-aryl-4H-1, 2, 4-triazole-3-thiol derivatives
The green synthesis of 5-(4-aminophenyl)-4-aryl-4H-1,2,4-triazole-3-thiol was achieved in four steps, In first step, 4-amino benzoic acid refluxed in ethanol along with catalyst Conc. Sulphuric acid to produce ethyl-4-amino benzoate I. Further compound I refluxed with hydrazine hydrate in ethanol to produce 4-amino benzohydrazide II. Compound II refluxed in ethanolic potassium hydroxide with ca...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology
دوره 11 8 شماره
صفحات -
تاریخ انتشار 2012