Hexachloroethane → HCID 136059619, compound

8.4 ml of lithium hexamethyldisilazide (1.0 M tetrahydrofuran solution) was added dropwise over one hour to a 300-ml tetrahydrofuran solution containing 1.68 g of t-butyl 5-methyl-4-oxo-4,5-dihydroimidazo[4,5-d]pyridazine-1-carboxylate and 4.15 g of hexachloroethane under a nitrogen atmosphere at 0° C. The resulting mixture was stirred for 30 minutes. 2N ammonia water was added to the solution, and the mixture was stirred for three hours. Then, the reaction solution was concentrated to 50 ml, and washed with 20 ml of t-butyl methyl ether. The solution was acidified with concentrated hydrochloric acid. The resulting precipitate was collected by filtration, and washed successively with 10 ml of water and 10 ml of t-butyl methyl ether. Thus, 1.03 g of the title compound was obtained.

1. stirringthe mixture was stirred for three hours
2. concentrationThen, the reaction solution was concentrated to 50 ml
3. washwashed with 20 ml of t-butyl methyl ether
4. filtrationThe resulting precipitate was collected by filtration
5. washwashed successively with 10 ml of water and 10 ml of t-butyl methyl ether

ORD record

ord-2e7f2b5925514558a2b8c08f60d7672e

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07772226B2