3-Amino-6-chloropyridazine

Brown Solid

3(S)-hydroxy-13-cis-eicosenoyl-CoA is a member of pyridazines.

A suspension of 3, 6-dichloropyridazine (23.8 g, 155 mmol) in 25percent aqueous ammonia (50 mL) was heated at 100 °C for about 12 h in a PTFE-lined pressure reactor. Upon cooling to room temp, the resulting crystalline solids were collected by filtration, washed with water and dried to afford to 6-chloropyridazin-3 -amine (20.0 g, 96percent). MS (ESI) calcd for CA suspension of 3, 6-dichloropyridazine (23.8 g, 155 mmol) in 25percent aqueous ammonia (50 mL) was heated at 100 °C for about 12 h in a PTFE-lined pressure reactor. Upon cooling to room temp, the resulting crystalline solids were collected by filtration, washed with water and dried to afford to 6-chloropyridazin-3-amine (20.0 g, 96percent). MS (ESI) calcd for CA suspension of Cl (2.Og, 13.4mmol) in 25percent ammonium hydroxide (25mL) was heated at 13OA suspension of Al (400g, 2.68mol) in 25percent ammonium hydroxide (3L) was heated at 130°C for 12h in a sealed stainless autoclave. After the tube was cooled to 0°C, the mixture was filtered. The resulting solid was washed with water for several times and dried under vacuo to provide A2 (284g, 82percent).A suspension of Al (400g, 2.68mol) in 25percent ammonium hydroxide (3L) was heated at 130°C for 12h in a sealed stainless autoclave. After the tube was cooled to 0°C, the mixture was filtered. The resulting solid was washed with water for several times and dried under vacuo to provide A2 (284g, 82percent).3, 6-dichloropyridazine (20 g, 0 · 134 mol) and ammonium hydroxide solution (140 mL) Ammonium chloride(11.47 g, 0 · 214 mol) and water (80 mL) was added to a 100 mL round bottom flask and stirred at 90 degrees for 20 hours. The reaction was cooled to room temperature, too suddenly, the filter cake washed with water (100 mL) and washed to give the product as a white solid form (14.3 g, 82.7percent)A suspension of Al (40Og, 2.68mol) in 25percent ammonium hydroxide (3L) was heated at 13OA solution of 3, 6-dichloropyridazine (16 g, 107 mmol) in an aq solutionof NH3 (25percent w/w, 160 mL) was heated in a sealed tube at150 °C for 4 h. After cooling to r.t., the solution was stirred for anadditional 12 h. The mixture was filtered and the solid washed withH2O (2 × 60 mL) and dried under reduced pressure to afford theproduct.Yield: 9.7 g (78percent); beige solid; mp 234–235 °C.IR (KBr): 3351, 3290, 3161, 1644, 1457 cm–1.1H NMR (300 MHz, DMSO-d6): δ = 7.35 (br s, 1 H), 6.83 (br s, 1H), 6.62 (br s, 2 H).13C NMR (100 MHz, DMSO-d6): δ = 160.7, 145.5, 129.4, 118.0.In a Parr vessel was introduced 2, 6-dichloropyridazine (20 g, 130 mmol) in an ammonia solution 30percent (200 mL). The mixture wasstirred at 150 C for 4 h and then cooled at room temperatureovernight. The resulting precipitate was filtered and washed withwater to give compound 2 (13.5 g, 77percent) as a beige solid.Mp 221.1 C. 1H NMR (300 MHz, DMSO-d6) d 7.36 (d, 1H, J 9.3 Hz, H5), 6.83 (d, 1H, J 9.3 Hz, H4), 6.63 (bs, 2H, NH2). 13CNMR (75 MHz, DMSO-d6) d 160.3, 145.0, 129.0, 117.6.Step A. To a thick-wall borosilicate glass vial was added 3, 6-dichloropyridazine (55) (1.5 g, 10.1 mmol) and ammonium hydroxide solution (5 mL; NH3, 6-Dichloro-pyridazine (7.5 g, 50.35 mmol) was dissolved in ethanolic ammonia (100 mL) and heated at (130 3, 6-Dichloro-pyridazine (7.5 g, 50.35 mmol) was dissolved in ethanolic ammonia (100 mL) and heated at (130° C.) for overnight in pressure vessel. 3, 6-Dichloropyridazine (107, 500 mg, 3.36 mmol) was slowly added to a 2.0 M ammonia methanol solution (NHa: 6-Chloropyridazin-3-amine

Molecular Weight:129.55
XLogP3:0.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:129.0093748
Monoisotopic Mass:129.0093748
Topological Polar Surface Area:51.8
Heavy Atom Count:8
Complexity:77.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes