Nitric Acid → 1,4-Dinitro-1H-imidazole

After 20 g of 4-nitroimidazole was put in a flask, 144.5 mL of acetic anhydride was added thereto and while the temperature was kept at 25° C., 14.5 mL of 69 mass % nitric acid was added dropwise thereto. After the addition of nitric acid was completed, the resultant mixture was stirred at 25° C. for 3 hours. The reaction solution was added into 100 g of iced water and extracted with 300 mL of dichloromethane. The organic layer was washed with 300 mL of a saturated sodium hydrogen carbonate aqueous solution and dried over 30 g of magnesium sulfate. The organic layer was filtered and the solvent was evaporated under reduced pressure to obtain 21 g of 1,4-dinitroimidazole (yield 75.1%).

1. customwas kept at 25° C.
2. extractionextracted with 300 mL of dichloromethane
3. washThe organic layer was washed with 300 mL of a saturated sodium hydrogen carbonate aqueous solution
4. dry with materialdried over 30 g of magnesium sulfate
5. filtrationThe organic layer was filtered
6. customthe solvent was evaporated under reduced pressure

ORD record

ord-0ad685a45ea243d4a662e94963814496

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08558005B2