Hydrochloric Acid → HCID 20438182, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2.37 g (0.01 m) of 1-[(2-aminophenyl)methyl]-2-methyl-1-phenylhydrazine of Example 9c in 40 ml of acetonitrile and 2.96 g (0.02 m) of trimethyl orthobutyrate, enough ethereal HCl was added to make the solution acidic. The mixture was warmed at 50° C. for 2.5 hours and then refluxed for 3.5 hours. The solvent was evaporated and the residue partitioned between 10% NaOH and ether. The ether solution was extracted with 5% HCl. The aqueous acidic solution was basified with 10% NaOH and the product was extracted with ether. The ether extract was dried (Na2SO4), filtered and evaporated to give 2.8 g (93%) of 4,5-dihydro-3-methyl-4-phenyl-2-n-propyl-3H-1,3,4-benzotriazepine as an oil.

Provenance & Evidence