As a common heterocyclic compound, it belong phthalazine compound,Phthalazin-1(2H)-one,119-39-1,Molecular formula: C8H6N2O,mainly used in chemical industry, its synthesis route is as follows.,119-39-1
The reaction was carried out in a round-bottom flask fitted with a magnetic stirrer bar. To a suspension of phthalazin-1(2H)-one (2) or 2-methylphthalazin-1(2H)-one (5) or pyridopyridazinone 8 (6.84mmol) in water (55mL) (Method A) or in the acetate buffer solution pH=5.8 (55mL) (Method B), was added potassium bromide (8.44mmol) and bromine (8.44mmol) at an ambient temperature. The mixture was then stirred for 6h at an ambient temperature, and next the whole was heated to boiling and stirred for 25h until the bromine colour entirely disappeared. After cooling to an ambient temperature (in the case of 9 the mixture was adjusted to pH 7 with saturated NaHCO3) the separated solid was collected by filtration and washed with water (5mL). The crude product was purified by flash chromatography. 4.4.1 4-Bromophthalazin-1(2H)-one (3) (Path A) White solid; Yield: 693 mg, 45% (Method A), 1.02 g, 66% (Method B); Mp: 279-281 C, (lit. 277-279 C;273 C ); Rf (DCM/AcOEt/Hex 6:1:1)=0.24; FTIR (KBr): nu=3022, 2931, 2892, 1671, 1659 (C=O), 1581 cm-1; 1H NMR (600 MHz, DMSO-d6): delta=12.94 (s, 1H, NH), 8.26 (d, J=7.9 Hz, 1H, 8 Ar-H), 8.06-8.01 (m, 1H, Ar-H), 7.97-7.91 (m, 2H, Ar-H); 13C NMR (150 MHz, DMSO-d6): delta=159.1 (C=O), 134.8, 133.1, 129.9, 129.4, 128.2, 127.6, 126.5 ppm; HRMS (ESI) m/z: calcd for C8H6BrN2O [M+H]+ 224.9658, found 224.9658.
With the synthetic route has been constantly updated, we look forward to future research findings about Phthalazin-1(2H)-one,belong phthalazine compound
Reference£º
Article; Malinowski, Zbigniew; Fornal, Emilia; Sieroci?ska, Beata; Czeczko, Renata; Nowak, Monika; Tetrahedron; vol. 72; 49; (2016); p. 7942 – 7951;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem