Analyzing the synthesis route of

Reference of 93-50-5,Some common heterocyclic compound, 93-50-5, name is 4-Chloro-2-methoxyaniline, molecular formula is C7H8ClNO, 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 38; 3-Biphenyl-4-yl-4-(4-chloro-2-methochiyphenyl)-5-methyl-4/-/-1 ,2,4-triazole; A mixture of 2-biphenyl-4-yl-5-methyl-1 ,3,4-oxadiazole [(1g, 4.2mmol), Bioorganic & Medicinal Chemistry, 2002, 10, 1905], the product of preparation 37 (800mg, 5.04mmol) and para-toluenesulfonic acid (200mg) in xylene (2OmL) was heated at 15O0C for 10 hours. Further para-toluenesulfonic acid (100mg) was added at regular intervals, until all of the starting material was consumed. After heating at 15O0C for 4.5 hours, the reaction mixture was diluted with 2M hydrochloric acid, extracted with ethyl acetate and concentrated in vacuo. The residue was purified by column chromatography on silica gel, eluting with EPO dichloromethane:methanol:0.88 ammonia, 98:2:0.2. The appropriate fractions were evaporated under reduced pressure and the residue was triturated with ethyl acetate (x3) to afford the title compound as a pale brown solid in 51% yield, 860mg.1HNMR(400MHz, CDCI3) delta: 2.30(s, 3H), 3.74(s, 3H), 7.04-7.10(m, 3H), 7.32-7.57(m, 9H); LRMS APCI m/z 376 [M+H]+

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

Reference:
Patent; PFIZER LIMITED; WO2006/100588; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics