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Chemical Structure| 65833-14-9 Chemical Structure| 65833-14-9

Structure of 65833-14-9

Chemical Structure| 65833-14-9

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Product Details of [ 65833-14-9 ]

CAS No. :65833-14-9
Formula : C10H5Br2NO2
M.W : 330.96
SMILES Code : O=C(C(Br)=C1Br)N(C2=CC=CC=C2)C1=O
MDL No. :MFCD09879864

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Application In Synthesis of [ 65833-14-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 65833-14-9 ]

[ 65833-14-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1122-12-9 ]
  • [ 62-53-3 ]
  • [ 65833-14-9 ]
YieldReaction ConditionsOperation in experiment
60% With acetic acid; at 20 - 130℃; for 4.5h; Reference Example 16 Preparation of N-Phenyldibromomaleimide Aniline (72 muL, 0.788 mmol) was added to a solution of <strong>[1122-12-9]dibromomaleic anhydride</strong> (200 mg, 0.788 mmol) in AcOH (10 mL). The mixture was stirred for 3 h at RT and at 130° C. for 90 mins. After cooling, the mixture was concentrated to dryness and traces of AcOH removed by azeotrope with toluene. The tan residue was purified using silica flash chromatography (5percent EtOAc/95percent petroleum ether) to yield the desired compound as a pale yellow solid (166 mg, 60percent). deltaH (600 MHz, CDCl3) 7.48 (m, 2H, ArH), 7.41 (tt, 1H, J=7.4 and 1.1 Hz, ArH), 7.33 (m, 2H, ArH); deltaC (150 MHz, CDCl3) 163.0, 131.0, 130.0, 129.5, 128.8, 126.2.
57% With acetic acid; In acetic acid; at 20 - 130℃; for 4.5h; N-phenyl-dibromomaleimide (2)::-o<strong>[1122-12-9]2,3-dibromo-maleic anhydride</strong> 1 (0.50 g, 1.97 mmol) was dissolved in AcOH (25 mL) and aniline (0.180 mL, 1.97 mmol) was added. The mixture was stirred at room temperature for 3 h and then at 130 °C for 90 mm. Then the mixture was concentrated to dryness and traces of AcOH were removed by repetitive addition and concentration of toluene. The crude residue was purified by flash chromatography to give the title compound as a pale yellow solid (0.37 g, 1.12 mmol, 57percent).Rf 0.35 (10percent EtOAc/petroleum ether); m.p. 136-138°C; Vmax (cm?) 3058, 1727, 1715,1646, 1610, 1598, 1501, 1382, 1265, 1113;oeH(CDC13,500IVIHz)7.48-747(2H,m,An]), 7.44-7.40 (1H, m, An]), 7. 33 (2H, d, J= 7.2 Hz, An]); oec (CDC13, 150 MHz)163.0, 132.8, 130.8, 129.5, 128.8, 126.2; HR11S (El) calculated for C10H5O2NBr2328.86816, observed 328.86854.
 

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