5-Amino-3-methylisoxazole

yellow to orange-brown crystalline powder

186.9 g (2.69 moles) of hydroxylamine hydrochloride, 150 g (1.8 mol) 3-amino crotonitrile and 30 g (1 percent w/v) Fe3O4SiO2 was mixed in 3 L of water stirred for overnight in flask. After 12 h of reaction, the magnetic nanoparticles were removed using an external barium ferrite magnet. The reaction mixture was alkalized to pH 10 using 25 g of sodium carbonate. The mixture was filtered, the solids are stirred with 600 mL of ether and filtered. The obtained ether filtrate was combined with aqueous filtrate, ethereal layer was separated. The aqueous layer was extracted with ether (2 × 300 mL), the ether layer was dried over anhydrous MgSO4 (125 g), organic solvent stripped under vacuum to leave a solid which was dried over KOH under vacuum. The solid was recrystallized from water to give cream (pale pink) fine crystalline solid which was collected on porcelain, washed with cold water and dried. Melting point reported 83-85 °C, observed 82-84 °C. Yield 80 percent, 1 H NMR (CDCl3, 400 MHz): 2.25 (s, 3H, CH3), 4.9 (s, 2H, NH2), 5.0 (s, 1H, CH). 13C NMR (CDCl3, 400 MHz): 168.4, 164, 96.5 and 14.2, Mass 97.1 (M+1), Elemental anal: C4H6N2O (percent): C-48.97, H-6.16, N-28.56 and O-16.31. Found: C-48.4, H-5.98, N-28.2 and O-16.28.

Molecular Weight:98.10
XLogP3:0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:98.048012819
Monoisotopic Mass:98.048012819
Topological Polar Surface Area:52
Heavy Atom Count:7
Complexity:66.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes