Nitric Acid → HCID 89726433, compound

Participants

Reaction Conditions

Reaction Steps

1-(4′-Aminophenyl)-1,2,4-triazole (500 mg) was added to acetic anhydride (2.3 mL) over 10 min and the mixture was cooled down to 10° C. HNO3 (65% in water, 0.65 mL) was added slowly to keep the temperature of the reaction mixture below 15° C. After the end of the addition, the reaction mixture was allowed to warm to RT over 1 h, was quenched with ice-cold water and stirred for 10 min. The resulting mixture was basified with aq. NH4OH (25%) to pH=12 and extracted with DCM. The phases were separated and the org. phase was evaporated in vacuo. The residue was taken up in H2SO4 (2 mL), the resulting solution was cooled down to 0° C. and HNO3 ((65% in water, 0.3 mL) was added. The mixture was stirred at 0° C. for 30 min and poured onto ice. After 10 min stirring, aq. NH4OH (25%) was added until pH=2 and the mixture was extracted with DCM. The org. layer was evaporated in vacuo to afford 130 mg of orange solid. LC-MS (B): tR=0.61 min; [M+H]+: 248.09.

Provenance & Evidence