Electric Literature of 13194-68-8, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13194-68-8, name is 4-Iodo-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.
A mixture of 1-ethynyl-2-methyl-benzene (70 mg, 602.62 mumol, 75.92 muL, 1 eq), 4-iodo-2-methyl-aniline (140.44 mg, 602.62 mumol, 1 eq), CuI (22.95 mg, 120.52 mumol, 0.2 eq), Pd(PPh3)4 (69.64 mg, 60.26 mumol, 0.1 eq) and butan-1-amine (132.23 mg, 1.81 mmol, 178.68 uL, 3 eq) in THF (5 mL) was degassed and purged with N2 for 3 times. The mixture was stirred at 20 C. for 16 h under N2. The reaction mixture was quenched by addition of water (50 mL), extracted with EtOAc (30 mL*3). The combined organic layers were washed with brine (10 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to give a residue which was purified by flash silica gel chromatography (from PE/EtOAc=1/0 to 5/1, TLC: PE/EtOAc=5/1, Rf=0.23) to yield 2-methyl-4-[2-(o-tolyl)ethynyl]aniline (100 mg, 451.88 mumol, 75.0% yield, 100% purity) as a yellow solid. 1H NMR (400 MHz, CDCl3) delta ppm 7.50-7.43 (m, 1H), 7.27-7.12 (m, 5H), 6.65 (d, J=8.2 Hz, 1H), 3.78 (s, 2H), 2.51 (s, 3H), 2.18 (s, 3H); ES-LCMS m/z 222.2 [M+H]+.
The chemical industry reduces the impact on the environment during synthesis 4-Iodo-2-methylaniline. I believe this compound will play a more active role in future production and life.