- Reaction Between Ethyl ω-Chloroalkylimidates and Hydrazides
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It is already known that ethyl ω-chloroalkylimidate hydrochlorides and aroyl hydrazides gave, when reacted together in boiling ethanol, 2-aryl-5-ω-haloalkyl-1,3,4-oxadiazoles.It has now been found that the reaction follows a different course in the presence of triethylamine.In particular, 2-aryl-5,6,7,8-tetrahydro-1,2,4-triazolopyridines were obtained from ethyl δ-chlorovalerimidate, whereas N-aroylaminoiminopyrrolidines are the products obtained from ethyl γ-chlorobutyrimidate.A similar case, in which the closure of the triazole ring to obtain a dihydropyrrolotriazole was found to be more difficult than the corresponding closure to a tetrahydrotriazolopyridine, is described.Also the reaction between the imidates and carbethoxyhydrazine, which gives piperidine and pyrrolidine derivatives, is reported.
- Bonanomi, Michele,Baiocchi, Leandro
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p. 1657 - 1660
(2007/10/02)
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- Synthesis and Biological Activity of Some New Hydrazones, Hydrazides and Bicyclic Triazoles Derived from 2-Thiazoline, 1-Pyrroline and 2H-5,6-Dihydro-1,4-oxazine
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A series of new aryl(heteroaryl)hydrazones (5-8) and hydrazides (9-11) derived from 2-thiazoline, 1-pyrroline and 2H-5,6-dihydro-1,4-oxazine have been synthesised starting from the corresponding hydrazinoheterocycles (2 and 3) and lactim ethers (1 and 4) respectively.Cyclodehydration of 9-11 in boiling o-dichlorobenzene affords the respective bicyclic triazoles (12-14).All the new hydrazones, hydrazides and bicyclic triazols have been evaluated for their antibacterial, antifungal, anthelmintic and antiinflammatory activities.
- Shridhar, D.R.,Jogibhukta, M.,Joshi, P. P.,Reddy, P. Gopal
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p. 132 - 134
(2007/10/02)
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