HCID 13340358, compound → N-[(2-Aminophenyl)methyl]-L-methionine

Participants

Reaction Steps

780 gm of N-(2-nitro-benzyl)-methionine were dissolved in a mixture of 5 liters of methanol and 280 cc of aqueous 30% sodium hydroxide in a tightly sealable vessel equipped with an effective stirrer. 100 gm of Raney nickel were added to the solution, the vessel was sealed, and the contents were hydrogenated at a pressure of about 70 gm/cm2, accompanied by stirring. The internal temperature rose gradually to about 60° C. and fell again when the hydrogenation reaction had gone to completion. The reaction mixture was then cooled to room temperature, the Raney nickel was filtered off, and the methanolic filtrate was neutralized with acetic acid, whereupon the hydrogenated product slowly precipitated out. The reaction mixture was allowed to stand overnight. The precipitated substance was centrifuged off, washed with a little methanol, and dried at 60° C. in a ventilated drying chamber, yielding 570 gm (80% of theory) of the creme-colored crystalline compound of the formula ##STR10## which had a melting point of 217° C.

Provenance & Evidence