A One-Pot Synthesis of 2,5-Disubstituted-1,3,4-thiadiazoles and N-Substituted Dihydrazides under Ultrasonic Irradiation and Solid-Liquid Phase Transfer Catalysis

Abstract

A one-pot synthesis of 2,5-disubstituted-1,3,4-thiadiazoles 7a～7g and N-substituted dihy- drazides 8a～8i was performed by the reaction of 4-methyl phenoxyacetyl chloride 4 with ammonium thiocyanate under ultrasonic irradiation and solid-liquid phase transfer catalysis, and subsequent irradiation in the presence of N-arylglycine hydrazides 2. The structures of the new compounds were characterized by IR, ¹H NMR, ¹³C NMR, MS spectra and elemental analysis.

Key words: dihydrazide, 1,3,4-thiadiazole, one-pot synthesis, phase transfer catalysis, ultrasonic irradiation

Cite this article

LI Ying-Jun*^,a, HOU Ni-Bo^a, JIN Kun^b, SUN Shu-Qin^a
SUN Xiao-Xiao^a, LIU Jun^a, DING Wan-Gang^a. A One-Pot Synthesis of 2,5-Disubstituted-1,3,4-thiadiazoles and N-Substituted Dihydrazides under Ultrasonic Irradiation and Solid-Liquid Phase Transfer Catalysis[J]. Chin. J. Org. Chem., 2008, 28(01): 131-136.

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超声波辐射固-液相转移催化下2,5-二取代-1,3,4-噻二唑和N-取代二酰肼的一锅法合成研究