Electric Literature of 6940-78-9,Some common heterocyclic compound, 6940-78-9, name is 1-Bromo-4-chlorobutane, molecular formula is C4H8BrCl, 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.
Preparation of 4-Methyl-l,2,4-triazine-3,5(2H,4H)-dione2-Acetyl-l,2,4-triazine-3,5(2H,4H)-dione (10 g, 64.5 mmol) was added portionwise over 40 min to a suspension of sodium hydride (3.09 g, 60wt suspension in oil, 77.4 mmol) in DMF (160 mL) and stirred vigorously for 45 min. Iodomethane (4.41 mL, 10.1 g, 70.9 mmol) was added and the whole mixture stirred at ambient temperature for 66 h under a dry nitrogen atmosphere. A slight ppt remained but this disappeared on warming to evaporate the solvent. The residue was dissolved in EtOH (200 mL) and /rara-toluenesulfonic acid monohydrate (1.4 g, -10 mol ) was added and the yellow solution refluxed for 2 h before allowing to cool. Solvent was evaporated and toluene (275 mL) added with heating. After standing overnight, solid was filtered off. The crude solid was suspended in EtOAc (250 mL) and stirred overnight to dissolve out sodium iodide, then filtered off to give 4-methyl-l,2,4-triazine-3,5(2H,4H)-dione (4.9 g, 60%).1H NMR (300 MHz, DMSO-d6) 5 3.10 (3H, s, CH3), and 7.48 (lH, s, CH). 13C NMR (75 MHz, DMSO-d6) delta 25.6 (CH3), 134.4 (CH), 149.4 (NHC(=0)CH), and 156.5 (NHC(=0)NH).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-chlorobutane, its application will become more common.
Reference:
Patent; GE HEALTHCARE LIMITED; MEDI-PHYSICS, INC.; NEWINGTON, Ian, Martin; WYNN, Duncan George; NAIRNE, Robert James Domett; GUILBERT, Benedicte; MANDAL, Subrata; JINTO, Jose; VARADARAJAN, Sunderaraman; RANGASWAMY, Chitralekha; BETTS, Helen; DAVIS, Rebecca; WO2011/150183; (2011); A1;,
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