微波促进下3-(2-苯并呋喃基)-4-氨基-5-巯基-1,2,4-三唑及其衍生物的合成

Microwave-assisted Synthesis of 4-Amino-3-[2-benzo(b)furyl]-5-mercapto-1,2,4-triazole and Its Derivatives

微波辐射条件下,首先由2-苯并呋喃甲酰肼依次与二硫化碳和水合肼反应合成3-(2-苯并呋喃基)-4-氨基-5-巯基-1,2,4-三唑,进一步在微波辐射条件下由4-氨基-5-巯基-1,2,4-三唑分别与芳甲酸/芳氧基乙酸、α-溴代苯乙酮及芳醛反应以较高产率制得了相应的1,2,4-三唑并[3,4-b]-1,3,4-噻二唑、1,2,4-三唑并[3,4-b]-1,3,4-噻二嗪及4-芳亚甲基亚胺基-5-巯基-1,2,4-三唑.产物结构经IR,1HNMR,MS及元素分析进行了表征.

4-Amino-3-[2-benzo（b）furyl]-5-mercapto-l,2,4-triazole was synthesized by the reactions of 2-benzo（b）furoyl hydrazine with CS2 and next hydrazine under microwave irradiation. Treatment of the resulting 4-amino-5-mercapto-l,2,4-triazole with aromatic carboxylic acids （or aryloxyacetic acids）, a-bromoacetophenones and aromatic aldehydes under microwave irradiation yielded the corresponding 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles, 1,2,4-triazolo[3,4-b]-l,3,4-thiadiazines and 4-arylideneamino-5-mercapto-1,2,4-triazole in good to moderate yields, respectively. The structures of all these new compounds were confirmed by elemental analyses, IR, ^1H NMR and MS spectra.