Sodium Hydroxide → HCID 12909299, compound

Participants

Reaction Conditions

Reaction Steps

5.0 g (0.018 mole) of methyl 8-nitro-4H-imidazo-[2,1-c][1,4]-benzoxazine-2-carboxylate were suspended in a mixture of 20 ml of acetic acid and 15 ml of concentrated hydrochloric acid and to the solution thus obtained were added 15 g (0.055 mole) of stannous chloride. The mixture obtained was stirred and warmed to 40° C. After about an hour, a crystalline product started to appear and the mixture was then cooled for two hours in an ice bath. The product (chlorostannate salt) was filtered off and washed with ether. The salt was then dissolved in water and the pH of the solution obtained was adjusted to pH 9 using dilute sodium hydroxide solution. The free amino compound was extracted with chloroform and the combined chloroform extracts were dried, filtered and evaporated. The residue was triturated with ether to obtain 2.7 g (61% yield) of methyl 8-amino-4H-imidazo-[2,1-c][1,4]-benzoxazine-2-carboxylate in the form of brown crystals with a melting point of 213°-4° C.

Provenance & Evidence