3-Ethoxy-5-phenyl-1H-1,2,4-triazole

Abstract

The title compound, C10H11N3O, crystallizes in the triclinic space group P\overline{1} with Z′ = 2. The two independent molecules (A and B) differ in the orientation of the phenyl rings with respect to the plane of the triazine ring, with an interplanar angle of 11.45 (6)° in molecule A and 19.71 (5)° in molecule B, in the opposite sense. In the crystal, classical N—H...N hydrogen bonds cross-link the molecules to form chains parallel to the b axis. Two additional `weak' C—H...O hydrogen bonds link the chains to form layers parallel to (101).

New Route to the Synthesis of Benzamide-Based 5-Aminopyrazoles and Their Fused Heterocycles Showing Remarkable Antiavian Influenza Virus Activity

“…The reaction of ( E )-ethyl 3-benzamido-2-cyano-3-(methylthio)acrylate 14 with hydrazine was investigated. The reaction between 14 and hydrazine gave a product whose mass spectra were not consistent with the proposed pyrazole structure 16 , and other spectroscopic measurements did not allow us to unambiguously identify the product, and thus, the X-ray crystal structure was determined as shown in Figure 3 , 44 confirming the exclusive presence of the triazole derivative 19 as the sole product in the solid state. The formation of 19 from the reaction of 14 and hydrazine is suggested to proceed via initial addition of basic nitrogen in hydrazine to the double bond of 14 followed by the formation of the adduct 15 and elimination of ethyl cyanoacetate.…”

“… X-ray single-crystal structure of the title compound 19 “Reproduced with permission of the International Union of Crystallography under the open-access license”. 44 …”

“… a Reproduced with permission of the International Union of Crystallography under the open-access license …”