Synthesis, Crystal Structure and Bioactivity of N-(5-propyl-1,3,4-thiadiazol-2-yl)cyclopropanecarboxamide

Abstract

A new 1,3,4-thiadiazole compound with m.f. C₉H₁₃N₃OS, has been synthesized and confirmed by ¹H NMR and HRMS. The single crystal structure of the 1,3,4-thiadiazole compound was determined by a single crystal X-ray diffraction study. The crystal belongs to the triclinic system, space group P-1 with a = 10.238(2), b = 10.325(2), c = 10.560(2) Å, a = 104.09(3), b = 109.50(3), g = 93.40(3)º, Z = 4, V = 1008.4(3)ų, Mr = 211.28, Dc = 1.392 g/cm³, S = 0.98, μ = 0.29 mm^-1, F(000) = 448, the final R1 = 0.0970 and wR² = 0.2147 for 1776 were observed with I > 2s(I). X-ray indicated that two intermolecular hydrogen bonds N1-H1···N5, N4-H4···N2 were observed. The preliminary biological test shown that the synthesized compound has moderate herbicidal activity against Brassica campestris.