Simple exploration of 583-75-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-methylaniline, its application will become more common.

Reference of 583-75-5,Some common heterocyclic compound, 583-75-5, name is 4-Bromo-2-methylaniline, molecular formula is C7H8BrN, 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 mixture of 4-bromo-2-methylaniline (0.0268 mol), intermediate E3, palladium (0) acetate (0.00537 mol), tri-o-tolylphosphine (0.0268 mol) and acrylonitrile (0.0896 mol) in triethylamine (0.107 mol) and acetonitrile (70 ml) was stirred at 140C in a stainless-steel bomb for 18h. After cooling, the mixture was filtered over celite and the filtrate was poured in water and extracted with CH2Cl2. The organic layer was dried over magnesium sulfate, filtered and the solvent evaporated. The residue was purified by column EPO chromatography over silica gel (eluent: CHiCyCyclohexane 50/50; 35-70 mum). The pure fractions were collected and the solvent evaporated. Yield: 3.2 g of intermediate F3 (75 %, melting point : 105C)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-methylaniline, its application will become more common.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; ARTS, Frank Xavier Jozef Herwig; WO2006/45828; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary