5-[(4-FLUOROBENZYL)SULFANYL]-1,3,4-THIADIAZOL-2-AMINE synthesis
- Product Name:5-[(4-FLUOROBENZYL)SULFANYL]-1,3,4-THIADIAZOL-2-AMINE
- CAS Number:299936-22-4
- Molecular formula:C9H8FN3S2
- Molecular Weight:241.31
Yield:299936-22-4 97%
Reaction Conditions:
with sodium hydroxide in water at 22; for 15 h;
Steps:
4.11.1 General procedure a for the Synthesis of Benzyl- and phenethyl sulphides (5a-h).
General procedure: 5-Amino-1,3,4-thiadiazole-2-thiol (1.00mmol) was dissolved in NaOHaq (2mL, 0.5M) at 22°C. The appropriate benzyl bromide (1.00mmol) was added as either a solid, suspension or solution in acetonitrile or methanol at 22°C and stirred for 15h. The reaction mixture was diluted with water (10mL) and extracted with EtOAc (30mL), the organic layer was washed with water (3×10mL), brine (10mL), dried (MgSO4), and the solvent was evaporated under reduced pressure. The crude material was purified by flash chromatography or recrystallization.
References:
Wehrli, Patrick M.;Uzelac, Ivana;Olsson, Thomas;Jacso, Tomas;Tietze, Daniel;Gottfries, Johan [Bioorganic and Medicinal Chemistry,2019,vol. 27,# 19,art. no. 115043]
15894-04-9
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