Sodium Hydroxide → HCID 13037041, compound

A mixture of 35 gm (0.1 mol) of 1-phenyl-2,3,6,7-tetrahydro-4,5-bis(trimethylsilyloxy)-azepine and 750 ml of methanol was boiled for 2 hours. Thereafter, 60 gm (0.3 mol) of copper-II-acetate were added, and the mixture was boiled for 60 minutes more. Subsequently, the reaction mixture was filtered, the filtrate was evaporated, and the residue was extracted with boiling cyclohexane. The cyclohexane extract solution was evaporated, and the residue was dissolved in 250 ml of methanol, and the solution was admixed with 500 gm of ice and 20.6 gm (0.08 mol) of 2-amino-acetamidine dihydrobromide. 2 N sodium hydroxide was then added dropwise to the mixture until a constant pH of 5 was reached, and the mixture was allowed to stand overnight in the refrigerator, then concentrated by evaporation, and the residue was made alkaline and extracted with methylene chloride. The dried and concentrated extract solution was chromatographed on silicagel with ethyl acetate as the mobile phase.

1. waitthe mixture was boiled for 60 minutes
2. filtrationSubsequently, the reaction mixture was filtered
3. customthe filtrate was evaporated
4. extractionthe residue was extracted with boiling cyclohexane
5. extractionThe cyclohexane extract solution
6. customwas evaporated
7. dissolutionthe residue was dissolved in 250 ml of methanol
8. waitto stand overnight in the refrigerator
9. concentrationconcentrated by evaporation
10. extractionextracted with methylene chloride
11. customThe dried
12. concentrationconcentrated
13. extractionextract solution
14. customwas chromatographed on silicagel with ethyl acetate as the mobile phase

ORD record

ord-4fecda5130294841a6835557d787b010

Source dataset

uspto-grants-1983_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04409220