Nitric Acid → HCID 21705494, compound

Temperature

82.5 °C

4,7-Dimethyl-1,10-phenanthroline (1 g, 4.8 mmol) was mixed well with 5.95 g (50 mmol) of potassium bromide and the mixture was placed in a 200 ml flask. The flask was cooled to 0° C., to which 20 ml of concentrated sulfuric acid was slowly added with stirring and, then, 10 ml of concentrated nitric acid was added in a similar manner. The reaction mixture was then heated at 80-85° C. for 2 hours. After being cooled to room temperature, the reaction mixture was poured into 400 ml of water. The aqueous solution was neutralized with sodium hydrogen carbonate, from which a product was extracted twice with 100 ml of methylene chloride. The extract was dried with anhydrous magnesium sulfate. The solvent was then removed by distillation to leave yellow solids. Recrystallization from methanol gave 172 mg of 4,7-dimethyl-1,10-phenanthroline-5,6-dione (2) with a yield of 15%. The structure of the product was confirmed by 1HNMR and mass spectroscopy.

1. customthe mixture was placed in a 200 ml flask
2. additionwas slowly added
3. temperatureAfter being cooled to room temperature
4. extractionwas extracted twice with 100 ml of methylene chloride
5. dry with materialThe extract was dried with anhydrous magnesium sulfate
6. customThe solvent was then removed by distillation
7. customto leave yellow solids
8. customRecrystallization from methanol

ORD record

ord-21115e9e1a034a26962779df81c0bb5d

Source dataset

uspto-grants-2001_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06288229B1