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5-(2-METHOXYPHENYL)-1,3,4-OXADIAZOLE-2-THIOL synthesis

6synthesis methods
-

Yield: 68%

Reaction Conditions:

in N,N-dimethyl-formamide at 40 - 70;Inert atmosphere;

Steps:

4.9 4.1.2. General procedure for synthesis of 5-substituted 1,3,4-oxadiazole-2-thiols
General procedure: To a solution of acid hydrazide in anhydrous 5-15mL of DMF, carbon disulfide (2.5mL/mmol) was added at room temperature and under a nitrogen atmosphere. The reaction mixture was then heated to 40°C for 15min and then to 70°C for 4-8h until the reaction was completed. After completion, the reaction mixture was cooled to room temperature and poured dropwise into ice cold water. The solids formed were separated by filtration, washed with water and dried in vacuo.

References:

Kummari, Lalith K.;Butler, Mark S.;Furlong, Emily;Blundell, Ross;Nouwens, Amanda;Silva, Alberto B.;Kappler, Ulrike;Fraser, James A.;Kobe, Bostjan;Cooper, Matthew A.;Robertson, Avril A.B. [Bioorganic and Medicinal Chemistry,2018,vol. 26,# 20,p. 5408 - 5419]