Downstream synthetic route of 6-Bromophthalazine-1,4-diol

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromophthalazine-1,4-diol,belong phthalazine compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO129,mainly used in chemical industry, its synthesis route is as follows.,76240-49-8

5-Bromo-1, 3-isobenzofurandione (14. 8 g, 65.4 mmol) was suspended in acetic acid (150 mL), and treated with hydrazine hydrate at (10 mL) at 80 overnight. The mixture was cooled, filtered, and the residue was washed with methanol. The residue was triturated with 4M NAOH (ca. 250 mL), and filtered. The pale yellow filtrate was acidified with conc. HCL, and filtered. The residue was azeotroped with toluene (x4), and suspended in POC1s (75 mL). N, N-DIISOPROPYLETHYLAMINE (10 mL) was slowly added and the mixture was heated to reflux for 3 h and then concentrated under reduced pressure, suspended in chloroform and filtered. The filtrate was poured onto ice, and the organic phase was washed with sodium bicarbonate solution, followed by brine. The organic phase was dried (sodium sulfate) and filtered through a pad of silica, eluting with chloroform, which after evaporation gave an off-white solid (6.5 g, 36%)

With the complex challenges of chemical substances, we look forward to future research findings about 6-Bromophthalazine-1,4-diol,belong phthalazine compound

Reference£º
Patent; MERCK SHARP & DOHME LIMITED; WO2004/99177; (2004); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem