Reaction #1563905

Reaction equation

5-nitrobenzo[d][1,3]dioxole

HNO3

HNO3

→

5,6-dinitrobenzo[d][1,3]dioxole

Conditions

Workup

1. 1
   Otherat −10 to −5° C
2. 2
   Filtrationfiltered

Procedure

Compound 5-nitrobenzo[d][1,3]dioxole (5.0 g, 30 mmol) was added in one portion to a solution of fuming HNO3 and con. HNO3 (V/V=1/1, 120 mL) at −10 to −5° C. The mixture was stirred for 3 h at this temperature and poured into ice/water, filtered to get compound 5,6-dinitrobenzo[d][1,3]dioxole (7.0 g, quantitative) as a yellow solid. The compound was used directly without purification. 1H NMR (DMSO-d6) δ 6.39 (s, 2H), 7.86 (s, 2H).

Source