HCID 13389345, compound → HCID 178515278, compound

In an inert atmosphere, 6 g of the product of Step A were mixed with 60 ml of anisole and the insoluble matter was removed by filtering. 2.4 ml of phenyl hydrazine were added to the filtrate and the mixture was placed in a water bath at 150° C. for 21/2 hours. The mixture was cooled, dried, washed with ethyl acetate and evaporated to dryness. The residue was washed with an aqueous solution of N hydrochloric acid and was dissolved in a solution of 25 ml of concentrated ammonia and 75 ml water. The solution was filtered and the aqueous phase was extracted with ether. Sodium phosphate was added and the product was purified by triturating in ethanol, then in water. The product was dried to obtain 2.22 g of 8-chloro-2,5-dihydro-2-phenyl-3H-pyrazolo[4,3-c]cinnolin-3-one melting at >280° C.

1. customthe insoluble matter was removed
2. filtrationby filtering
3. addition2.4 ml of phenyl hydrazine were added to the filtrate
4. customthe mixture was placed in a water bath at 150° C. for 21
5. custom2 hours
6. temperatureThe mixture was cooled
7. customdried
8. washwashed with ethyl acetate
9. customevaporated to dryness
10. washThe residue was washed with an aqueous solution of N hydrochloric acid
11. dissolutionwas dissolved in a solution of 25 ml of concentrated ammonia and 75 ml water
12. filtrationThe solution was filtered
13. extractionthe aqueous phase was extracted with ether
14. additionSodium phosphate was added
15. customthe product was purified
16. customby triturating in ethanol
17. customThe product was dried

ORD record

ord-3cb16bb0aaaa4ba7a3e9f29832ae7b01

Source dataset

uspto-grants-1986_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04591589