Reference of 5279-32-3,Some common heterocyclic compound, 5279-32-3, name is 5,6-Dibromobenzo[d][1,3]dioxole, molecular formula is C7H4Br2O2, 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.
A suspension of 5-amino-2-mercapto-1 -methyl-1 H-imidazole-4-carboxamide (ChemBridge, 0.393 g, 2.28 mmol), 1 ,2-dibromo-4,5-(methylenedioxy) benzene (1.28 g, 4.57 mmol), t-BuOK (0.258 g, 2.30 mmol), (oxydi-2,1 – phenylene)-bis(diphenylphosphine) (0.122 g, 0.228 mmol) and Pd2(dba)3 (0.209 g, 0.228 mmol) in DMF (15 ml_) was warmed up to 100 0C, and allowed to react for 5 h. Solvent was concentrated off and the crude residue was purified by flash chromatography on SiO2 (10% MeOH/CH2CI2/NH3) to furnish 5-amino-2-[(6-bromo-1 ,3-benzodioxol-5-yl)thio]-1 -methyl-1 H-imidazole-4- carboxamide (0.519 g, off-white solid, yield: 61 %). 1H NMR (DMSO-d6, 250 MHz) delta ppm: 7.28(s, 1 H), 7.08 (bs, 1 H), 6.77 (bs, 1 H), 6.14 (bs, 2H), 6.13 (s, 1 H), 6.04 (s, 2H), 3.30 (s, 3H). El MS: m/z = 371 (M+1 ).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,6-Dibromobenzo[d][1,3]dioxole, its application will become more common.
Reference:
Patent; CRYSTAX PHARMACEUTICALS, S.L.; WO2009/7399; (2009); A1;,
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bromide – Wiktionary