Sodium Azide → HCID 68147541, compound

Participants

Reaction Steps

To the solution of 6-(triphenylmethylamino)-2,2-dimethyl-3-(p-tolylsulfonyloxy-[N-(p-methoxybenzylimino]methyl)penam prepared above is added 1.63 g. (1.25 equivalents) of sodium azide and the mixture allowed to stir at room temperature for 24 hours. The mixture is quenched in 3 l. of ice water and the biphasic system allowed to stir for 15 min. The resulting oily solid is filtered, trituated with water and subsequently recrystallized from chloroformisopropanol, 3.38 g., m.p. 177°-180° C. Further recrystallization raises the melting point to 186°-188° C., and provides a product which is essentially one spot in a benzene(200):ethyl acetate(10) silica gel chromatography system and indistinguishable from the final product of Example 1.

Provenance & Evidence