5-(4-bromo-2-fluorophenyl)-1,3,4-thiadiazol-2-amine

Step D: (0182) To a solution of Step C: 5-(4-Bromo-2-fluorophenyl)-1, 3, 4-thiadiazol-2-amine (0181) H2SO4 (2 mL) was added to a solution of 2-(4-bromo-2-fluorobenzoyl)-hydrazinecarbothioamide (2.9 g, 10.0 mmol) in pentanoic acid (5 mL) and the resulting mixture was stirred at 110 Celsius for 2 hours. After cooling to rt, the reaction mixture was poured into ice-water (20 mL) and treated with NH3.H2O (15 mL). 5-(4-Bromo-2-fluorophenyl)-1, 3, 4-thiadiazol-2-amine was then isolated via vacuum filtration and air dried. MS (ESI): mass calcd. for C8H5BFN3OS, 272.94, m/z found, 274.1 [M+H]+.To a solution of 4-bromo-2-fluoro-benzonitrile (2 g) in trifluoroacetic acid (25 mL) was added thiosemicarbazide (0.91 g) and refluxed for 15 hours. The solvent was evaporated, the compound was taken in ethyl acetate and neutralized with sodium bicarbonate solution. The aqueous layer separated out and was dried with anhydrous sodium sulfate and concentrated to yield the title compound (1.35 g).To a solution of the compound (550 mg) obtained from step a above in dichloromethane (100 mL) was added acetic anhydride (0.4 mL) and triethylamine (0.56 mL). The reaction mixture was stirred at room temperature for 24 hours. The EPO

Molecular Weight:274.12
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:272.93716
Monoisotopic Mass:272.93716
Topological Polar Surface Area:80
Heavy Atom Count:14
Complexity:209
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes