Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 492-98-8.
492-98-8, These common heterocyclic compound, 492-98-8, name is 1H,1’H-2,2′-Biimidazole, its 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.
Synthetic example 7: yl)pyridin-2-amine)7A mixture of 1H,17-/-2,2′-biimidazole (840 mg, 6.3 mmol), A/-(4-bromophenyl)-A/- (pyridin-2-yl)pyridin-2-amine (6.59 g, 20.3 mmol) and Cs2C03 (10.14 g, 31.2 mmol) in DMF (70 mL) was degassed (N2 bubbling, 15 min). Cu20 (360 mg, 2.5 mmol) was added and the mixture was heated (140 “C, 72h). The mixture was allowed to cool to room temperature and filtered through Celite washing with CH2CI2. The combined filtrate and washings were concentrated. The mixture was diluted with CH2CI2 and H20 and the organic phase was separated. The aqueous phase was re-extracted (CH2CI2) and the combined organics were washed (saturated aqueous NaCI), dried (MgS04), filtered and concentrated to give a solid residue. The residue was purified by flash chromatography (EtOAc/CH2CI2/MeOH 35:60:5 then 32:60:8 then 28:60:12) to give Lambda/,Lambda ¡¤(4,4′-(1Eta, 1 “H^’-biimidazoie-l , 1 ‘-diyl)bis(4, 1 -phenylene))bis(A/-(pyridin- 2-yl)pyridin-2-amine) (1.36 g, 35%) as a colourless solid. A portion of this material was further purified firstly, by recrystallisation (CH2CI2/EtOAc/petrol) and then by distillation (sublimation apparatus 260 C, 10~6 mBar): m.p. 218 – 222 C (DSC); ‘H NMR (CDCI3l 400 MHz) delta 6.75 – 6.80 (m, 4H), 6.90 (ddd, J 0.8, 4.9, 7.3 Hz, 4H), 6.93 – 7.00 (m, 8H), 7.09 (d, J 1.0 Hz, 2H), 7.26 (s, 2H), 7.52 (ddd, J 2.0, 7.3, 8.3 Hz, 4H), 8.24 (ddd, J 0.7, 1.9, 4.9 Hz, 4H); 13C NMR (CDCI3, 100 MHz) delta 117.0, 118.6, 121.1 , 125.2, 127.5, 130.0, 133.7, 137.6, 144.3, 148.6, 157.7; HRMS (El) m/z 623.2420 C38H27 10 [M – H]+’ requires 623.2415.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 492-98-8.
Reference:
Patent; COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION; MACDONALD, James Matthew; BOWN, Mark; UENO, Kazunori; WEBER, Karl Peter; O’CONNELL, Jenny Lee; HIRAI, Tadahiko; WO2012/51666; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem