Continuously updated synthesis method about 2-Methylpyrazine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methylpyrazine, its application will become more common.

Related Products of 109-08-0,Some common heterocyclic compound, 109-08-0, name is 2-Methylpyrazine, molecular formula is C5H6N2, 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.

Step a Preparation of n-octyl pyrazine (Compound II in which R=H and n=8) To 15.6 g (0.4 mole) of sodium amide in 400 ml of anhydrous liquid ammonia cooled at -50¡ã C., there were added 37.6 g (0.4 mole) of methyl pyrazine. The mixture was stirred for half an hour at the same temperature. Then, n-heptyl bromide (35.8 g, 0.2 mole), diluted with an equal volume of anhydrous diethyl ether, was added over a 20 minutes period and the mixture was stirred for an additional hour. The reaction was quenched by the addition of 25 g of solid ammonium chloride and the ammonia was replaced by diethyl ether. The mixture was heated until the diethyl ether just started to reflux, and was then poured into ice, rendered strongly acidic by the addition of concentrated HCl and extracted with diethyl ether. The aqueous layer was then rendered basic by the addition of NaOH and extracted with CHCl3. After drying over MgSO4 and filtration, the evaporation of the organic phase led to a residue which was chromatographed on a silica gel column using diethyl ether/petroleum ether (15:85, v:v) as eluent. The title compound II (33.4 g, yield 87percent) was recovered as a pale yellow liquid. IR (film): 3050 (aromatic C-H), 2940, 2860 (C-H), 1580, 1525 (aromatic ring) cm-1. 1 H NMR (60 MHz, CDCl3, HMDS) delta ppm: 8.5 (large s, 3H, aromatic H), 2.75 (t, 2H, CH2 -C=N), 1.7 (m, 2H, CH2 -C-C=N), 1.25 (large s, 10H, (CH2)5), 0.8 (t, 3H, CH3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methylpyrazine, its application will become more common.

Reference:
Patent; Societe de Conseils de Recherches et d’Applications Scientifiques (S.C.R.A.S.); US5019576; (1991); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem