Synthetic Route of 1132-37-2 , The common heterocyclic compound, 1132-37-2, name is Dipyridin-2-ylmethane, molecular formula is C11H10N2, 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.
[0158] Benzyl potassium 4.0 g (30.5 mmol) was added into a solution of dipyridin-2-ylmethane 5.2 g (30.5 mmol) in 100 mL THF at -70 C. over 10 minutes. The mixture was stirred at ambient temperature for 16 hours after which the bright yellow mixture was filtrated and washed with THF. Solvents were evaporated and the product washed with pentane and evaporated to yield a bright yellow solid which on the basis of the 1H-NMR spectrum in DMSO-d6 was [DPM-K+] [THF]0.5. Yield 5.44 g (73.0%) based the THF complex (Mw=244.35 g mol-1). The product decomposed during ETMS analysis. Elemental analysis calculated for [DPM-K+] [THF]0.5: C 64.6%, H 4.8%, N 12.0%, K 21.9%. Found: C 63.9%, H 5.36%, N 11.46%, K 16.0%. NMR spectra were recorded at +22.7 C., +50 C. and at +70 C. in DMSO-d6. The complex shows fluxional behaviour in NMR with increasing temperature which is caused by the transition between the two resonance structures A and B. The peaks coalescence at +70 C. The singlet bridgehead proton is exchanged slowly with the methyl deuterium of DMSO-d6 which is seen as an appearing triplet in 13C-NMR. 1H-NMR in DMSO-d6 at +70 C. delta: 8.20 and 6.25 (broad coalesence peaks, 2H, from HaHa’), 7.65 (d, 2H, from HdHd’), 6.78 (broad, 2H, from HbHb’), 5.76 (broad, 2H, from HcHc’), 4.62 (S, 1H, exchangeable proton He). 13C-NMR in DMSO-d6 at delta: 160.2, 147.9, 147.8, 132.3, 131.2, 116.9, 114,3, 105.3, 103.3, triplet 87.2 from exchanged CHeDMSO-d6. 13C-CPMAS delta: 163, 150, 138, 119, 109, 82.
The synthetic route of 1132-37-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Andell, Ove; Maaranen, Janne; Hoikka, Jouni; Vanne, Tiina; Rautio, Soile; US2003/225275; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem