The Reactivity of 2-Ethoxy-4-Chloroquinazoline and Its Use in Synthesis of Novel Quinazoline Derivatives | Zendy

Maher A. ElHashash | Zendy; Khalid M Darwish | Zendy; S. A. Rizk | Zendy; F. A. ELBASSIOUNY | Zendy

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The Reactivity of 2-Ethoxy-4-Chloroquinazoline and Its Use in Synthesis of Novel Quinazoline Derivatives

Author(s) -

Maher A. ElHashash,

Khalid M Darwish,

S. A. Rizk,

F. A. ELBASSIOUNY

Publication year - 2011

Publication title -

organic chemistry international

Language(s) - English

Resource type - Journals

eISSN - 2090-2018

pISSN - 2090-200X

DOI - 10.1155/2011/295491

Subject(s) - chemistry , ethyl chloroformate , hydrazine (antidepressant) , sodium azide , hydrate , alkoxy group , ethyl chloroacetate , ethanol , organic chemistry , medicinal chemistry , methyl iodide , quinazoline , alkyl , chromatography

The behavior of 2-ethoxy-4-chloroquinazoline 2 towards various nitrogen nucleophiles, namely: thiosemicarbazide, sodium azide, glucosamine, ethanol, and hydrazine hydrate has been discussed. Also, the behavior of 4-(2-ethoxyquinazolin-4-yl)thiosemicarbazide towards one-carbon, for example, ethyl chloroformate, and two-carbon donors, for example, ethyl chloroacetate and diethyl oxalate has been investigated. On the other hand, new 5-ethoxy-2-substituted[1,2,4]-triazolo-[1,5-c]quinazoline derivatives have been obtained by ring closure accompanied with Dimroth rearrangement through the interaction of compound 2 with hydrazides of acetic, benzoic, crotonic, cinnamic, 2-furoic, and phthalimidoacetic acids. Structures of the novel products were confirmed by elemental, IR, MS, and 1H-NMR spectral analyses

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