Application of 2920-38-9,Some common heterocyclic compound, 2920-38-9, name is [1,1′-Biphenyl]-4-carbonitrile, molecular formula is C13H9N, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a solution of 4-cyanobiphenyl 2a (1.0 mmol, 179.2 mg) in THF (8.0 mL) were added aq. NH3 (28%, 10.0 mL) and KI (3.0 mmol, 498.0 mg) at 0 C. Aq. H2O2 (30%, 10.0 mL) was added dropwise to the mixture. The obtained mixture was stirred for 2 h at room temperature. Sat. aq. Na2SO3 solution (20.0 mL) was added to the reaction mixture and the product was extracted with AcOEt (10.0 mL x 3). The organic layer was dried over Na2SO4 and filtered. The solvent was removed under reduced pressure to give 4-biphenylcarboxamide 4a (183.4 mg, 93%). 4.5.1. 4-Biphenylcarboxamide (4a) Yield: 183.4 mg (93%); white solid; Mp 223 C: IR (neat) 3404, 3170, 1644, 1614, 1407 cm-1; 1H NMR (400 MHz, DMSO-d6): delta = 6.51-5.54 (m, 2H), 6.61 (dd, 2H, J = 6.8, 7.7 Hz), 6.84-6.89 (m, 4H), 7.10 (d, 2H, J = 6.8 Hz), 7.17 (s, 1H); 13C{1H}NMR (100 MHz, DMSO-d6): delta = 126.5, 126.9, 128.0, 128.2, 129.0, 133.1, 139.2, 142.8, 167.6; HRMS (ESI) Calcd for C13H12ON [M+H]+ = 198.0913, Found = 198.0915.
The synthetic route of 2920-38-9 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Uchida, Ko; Togo, Hideo; Tetrahedron; vol. 75; 39; (2019);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts