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Chemical Structure| 330793-39-0 Chemical Structure| 330793-39-0

Structure of 330793-39-0

Chemical Structure| 330793-39-0

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Product Details of [ 330793-39-0 ]

CAS No. :330793-39-0
Formula : C14H12BrNO2
M.W : 306.16
SMILES Code : O=C(NC1=CC=CC=C1)C2=CC=C(Br)C=C2OC
MDL No. :MFCD18087700

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Application In Synthesis of [ 330793-39-0 ]

* 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 [ 330793-39-0 ]

[ 330793-39-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 29786-93-4 ]
  • [ 330793-39-0 ]
  • [ 5419-55-6 ]
  • [ 330793-45-8 ]
YieldReaction ConditionsOperation in experiment
40% With hydrogenchloride; In tetrahydrofuran; hexane; b 4-(Anilinocarbonyl)phenylboronic acid n-Butyl lithium (1.6 M in hexane solution, 5.7 ml, 9.05 mmol) was added slowly to a solution of N1-phenyl-4-bromo-2-methoxybenzamide (1.0 g, 3.62 mmol) in tetrahydrofuran (27 mL) at -78 C. After 30 minutes, triisopropyl borate (1.25 mL, 5.43 mmol) was added rapidly. The reaction mixture was allowed to warm up to room temperature after 13 minutes and stirred for 6 hours. Hydrochloric acid (2.5N, 27 mL) was added and the mixture was stirred overnight. The layers were separated and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried over MgSO4, filtered and concentrated. The residue was re-crystallized from ethyl acetate/heptane to give 4-(anilinocarbonyl)phenylboronic acid (0.354 g, 40%). 1H NMR (DMSO-d6) δ 7.10 (m, 1H), 7.35 (m, 2H), 7.80 (m, 4H), 7.92 (m, 2H), 8.23 (s, 2H), 10.23 (s, 1H).
40% With hydrogenchloride; In tetrahydrofuran; hexane; b) 4-(Anilinocarbonyl)phenylboronic acid n-Butyl lithium (1.6 M in hexane solution, 5.7 ml, 9.05 mmol) was added slowly to a solution of N1-phenyl-4-bromo-2-methoxybenzamide (1.0 g, 3.62 mmol) in tetrahydrofuran (27 mL) at -78 C. After 30 minutes, triisopropyl borate (1.25 mL, 5.43 mmol) was added rapidly. The reaction mixture was allowed to warm up to room temperature after 13 minutes and stirred for 6 hours. Hydrochloric acid (2.5N, 27 mL) was added and the mixture was stirred overnight. The layers were separated and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried over MgSO4, filtered and concentrated. The residue was re-crystallized from ethyl acetate/heptane to give 4-(anilinocarbonyl)phenylboronic acid (0.354 g, 40%). 1H NMR (DMSO-d6) δ 7.10 (m, 1H), 7.35 (m, 2H), 7.80 (m, 4H), 7.92 (m, 2H), 8.23 (s, 2H), 10.23 (s, 1H).
 

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