3,4-Dibromo-2,5-furandione

Synthesis of 3, 4-Dibromomaleic anhydride: A mixture of maleic anhydride (2.0 g, 20.39 mmol), aluminum chloride (40.8 mg, 0.3 mmol), and bromine (2.1 ml, 40.78 mmol), was heated at 120 °C for 16 h in sealed tube. After that, it was allowed to coolroom temperature and the reaction mixture was added to ethyl acetate. The ethylacetate solution was filtered and the filtrate was evaporated. To the resulting reddishsolid, 100 nil CHC13 was added and filtered. The filtrate was evaporated to get off-white (yellow) solid in 87percent yield. 13C NMR(CDC13) ö(ppm): 131.8, 159.0.Under an inert atmosphere, a mixture of maleic anhydride (1.50 g, 15.3 mmol), A1C13 (0.30 g, 0.21 mmol) and Br2 (1.57 mL, 30.6 mmol) was heated at 160 °C in a sealed ampule for 20 h. Upon cooling to room temperature the reaction mixture was carefully opened to air, EtOAc was added the solid filtered off and repeatedly washed with further EtOAc. The filtrate was finally concentrated in vacuo to give the title compound (1) as a yellow solid (3.25 g, 12.8 mmol, 83percent). m.p. 107-110°C; vUnder an inert atmosphere, a solution of maleic anhydride(1.50 g, 15.3 mmol, 1 eq), aluminium trichloride (300 mg, 0.21 mmol, cat.) and bromine (4.95 g, 30.6 mmol, 2 eq) was heated at 160° C. in a sealed ampule (note—blast shield) for 16 h. Upon cooling to 21° C. the reaction mixture was stirred for a further 24 h and careffilly opened to ait EtOAc was added and the solid filtered off and repeatedly washed with thrther EtOAc. The filtrate was finally concentrated in vacuo to give the title compound was a yellow solid which was used without thrther purification (3.05 g, 11.9 mmol, 78percent yield).m.p 107-110° C.; ‘3CNMR(15OMHz, CD3OD) ö 163.33 (s), 125.28 (s); IR (MeOH) 1769, 1706, 1590 cm’; HRMS (CI) calcd for C40313r2 [M]253.82087, 253.82082 observed.Reference Preparation of N-Phenyldibromomaleimide Aniline (72 muL, 0.788 mmol) was added to a solution of N-phenyl-dibromomaleimide (2)::-o

Molecular Weight:255.85
XLogP3:1.7
Hydrogen Bond Acceptor Count:3
Exact Mass:255.81937
Monoisotopic Mass:253.82142
Topological Polar Surface Area:43.4
Heavy Atom Count:9
Complexity:196
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes