ethyl 4-amino-1,2,5-oxadiazole-3-carboxylate(SALTDATA: FREE)

To a solution of 4-amino-1, 2, 5- oxadiazole-3-carboxylic acid (0.25g, 1.9 mmol) in 2 mL OF ETOH was added SOC12 (0.2 mL) dropwise, under cooling with an ice-bath. The resulting mixture was refluxed for 4 hours and then concentrated. The oil was diluted with 50 mL OF H20 and extracted with diethyl ether (3X100 mL). The combined organic layer was dried over MgS04 and concentrated to give a white solid (0. 15g, 50percent). IH NMR (DMSO, 500 MHZ) B 6. 39 (s, 2H), 4.39 (q, 2H), 1. 35 (t, 3H). Mass Spec. FIA MS 158. 1 (M+1).To a solution of 4-amino-1, 2, 5- oxadiazole-3-carboxylic acid (0.25g, 1.9 mmol) in 2 mL OF ETOH was added SOC12 (0.2 mL) dropwise, under cooling with an ice-bath. The resulting mixture was refluxed for 4 hours and then concentrated. The oil was diluted with 50 mL OF H20 and extracted with diethyl ether (3X100 mL). The combined organic layer was dried over MgS04 and concentrated to give a white solid (0. 15g, 50percent). IH NMR (DMSO, 500 MHZ) B 6. 39 (s, 2H), 4.39 (q, 2H), 1. 35 (t, 3H). Mass Spec. FIA MS 158. 1 (M+1).To a solution of 4-amino-1, 2, 5- oxadiazole-3-carboxylic acid (0.25g, 1.9 mmol) in 2 mL OF ETOH was added SOC12 (0.2 mL) dropwise, under cooling with an ice-bath. The resulting mixture was refluxed for 4 hours and then concentrated. The oil was diluted with 50 mL OF H20 and extracted with diethyl ether (3X100 mL). The combined organic layer was dried over MgS04 and concentrated to give a white solid (0. 15g, 50%). IH NMR (DMSO, 500 MHZ) B 6. 39 (s, 2H), 4.39 (q, 2H), 1. 35 (t, 3H). Mass Spec. FIA MS 158. 1 (M+1).To a solution of ethyl 4- AMINO-1, 2, 5-OXADIAZOLE-3-CARBOXYLATE (0.70g, 4.5 mmol), and DMAP (0.07g, 0.45 mmol) in 25 mL of THF was added di-t-butyl dicarbonate (1.1 mL, 4.9 mmol). After 24 hours stirring at room temperature, another equivalent of di-t-butyl dicarbonate was added and the reaction heated at 60 C for 0.5 hour. The reaction mixture was concentrated and ice was added, extracted with diethyl ether (3X100 mL). The combined organic layers was washed with NaCl, dried over MGS04, and concentrated to give a yellow oil (L. OG, 88%).

Molecular Weight:157.13
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:157.04874109
Monoisotopic Mass:157.04874109
Topological Polar Surface Area:91.2
Heavy Atom Count:11
Complexity:152
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes