3H-1,2,4-Triazole-3-thione, 5-amino-4-(4-cycloprop

The intermediate compound V (13.3mmol, 3.0g), aminoguanidine hydrochloride (26.6mmol, 2.9g) was added to 50mL of N, N-dimethyl formamide, was added under stirring N, N-diisopropylethylamine amine (39.9mmol, 5.1g), then the reaction 50 12h, the solvent was evaporated to dryness 20mL2M sodium hydroxide was added, and the reaction was continued 50 12h. After stopping the reaction, the reaction mixture was filtered, and the filtrate was washed with dilute hydrochloric acid to pH = 4, shows a large number of white precipitate was filtered, and then at a temperature of 45-50 dried under vacuum to give 2.85g the VI intermediate compound, (76percent)A mixture of aminoguanidine hydrochloride (3.18 g, 29 mmol), l-cyclopropyl-4- isothiocyanato-naphthalene (3.24 g, 14 mmol) and diisopropylethylamine (3 eq) in DMF (20 mL) was stirred at 50 0C for 15 hours. The solvent was evaporated, toluene was added, and the solvent was evaporated again. A 2.0 M aqueous solution of sodium hydroxide (30 mL) was added and the reaction mixture was heated at 50 0C for 60 hours. The reaction mixture was filtered, and the filtrate was neutralized with a 2.0 M aqueous solution of HCl. New filtration, then evaporation of solvent and purification of the residue by silica gel chromatography to yield 5-amino-4-(4-cyclopropylnaphthalen-l-yl)- 4H-[l, 2, 4]triazole-3-thiol (2.0 g, 49percent).STEP E: 5-Amino-4-(l-cyclopropylnaphthalen-4-yl)-4H-l, 2, 4-triazole-3- thiolA mixture of aminoguanidine hydrochloride (3.18 g, 29 mmol), l-cyclopropyl-4- isothiocyanato naphthalene (3.24 g, 14 mmol) and diisopropylethylamine (3 eq) in DMF (20 mL) was stirred at 50 °C for 15 hours. The solvent was removed under reduced pressure, toluene added, and the solvent was evaporated again. Sodium hydroxide solution (2M, 30 mL) was added and the reaction mixture heated at 50 °C for 60 hours. The reaction mixture was filtered and the filtrate neutralized with aqueous HCl (2M). The mixture was re-filtered and the solvent removed under reduced pressure. The residue was purified by silica gel chromatography to yield 5-amino-4-(l-cyclopropylnaphthalen-4-yl)-4H-l, 2, 4-triazole-3- thiol (2.0 g, 49percent).

Molecular Weight:282.4
XLogP3:3.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:282.09391764
Monoisotopic Mass:282.09391764
Topological Polar Surface Area:85.7
Heavy Atom Count:20
Complexity:445
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes