4-amino-5-(2-methoxyphenyl)-2H-1,2,4-triazole-3-thione synthesis
- Product Name:4-amino-5-(2-methoxyphenyl)-2H-1,2,4-triazole-3-thione
- CAS Number:61019-26-9
- Molecular formula:C9H10N4OS
- Molecular Weight:222.27
Yield:61019-26-9 70%
Reaction Conditions:
with hydrazine hydrate in water;Reflux;
Steps:
Synthesis of 3-Substituted 4-Amino-5-aryl-3H-1,2,4-triazole-3-thiones 5a-j.
Potassium hydroxide (0.125 mol) was dissolved in dry methanol (50 mL). To the solution, aryl acid hydrazide 3a-j (0.125 mol) was added and cooled the solution in ice. To this, carbon disulfide (0.125 mol) was added in small portions with constant stirring. The solid product of potassium dithiocarbazate 4a-j was formed, filtered, washed with chilled diethyl ether, dried and was taken in water (20 mL) and hydrazine hydrate (0.250 mol) was added, and followed by refluxed for 10-12 h. The reaction mixture turned to green with evolution of hydrogensulfide and finally it became homogeneous. It was then poured in ice and acidified with 37% hydrochloric acid. The white precipitates was filtered, washed with cold water and recrystallized from aqueous methanol.
References:
Rafiq, Muhammad;Saleem, Muhammad;Hanif, Muhammad;Maqsood, Muhammad Rizwan;Rama, Nasim Hasan;Lee, Ki-Hwan;Seo, Sung-Yum [Bulletin of the Korean Chemical Society,2012,vol. 33,# 12,p. 3943 - 3949]
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