4-Bromo-2-iodo-1-methylbenzene

Intermediate 64-Bromo-2-iodo-1-methylbenzene; The synthesis of Intermediates 6 is shown in Scheme 4 and full experimental details are shown below.Stage 1-4-bromo-2-iodo-1-methylbenzeneTo a solution of 2-methyl-5-bromo aniline (1.5 g, 8.06 mmol) in di-iodo methane (3.4 ml) at 0° C. was slowly added tert-butyl nitrite (1.6 ml, 12.1 mmol). The ice bath was removed and the reaction was stirred at RT then heated at 80° C. for 30 minutes. The solvent was removed under reduced pressure and the residue purified by column chromatography (EtOAc/Heptane) to afford the title compound (1.6 g, 67percent yield).LCMS: m/z 297 [M+H]Stage 1- 4-bromo-2-iodo-1-methylbenzeneTo a solution of 2-methyl-5-bromo aniline (1.5 g, 8.06 mmol) in di-iodo methane (3.4 ml) at 04-bromo-2-amino-toluene (10.0g, 53 . 7mmol) suspended in 30percent sulfuric acid (100 ml) in addition added dropwise sodium nitrite (3.89g, 56 . 4mmol) the aqueous solution (15 ml) Stirring at 0 °C for 45 minutes , then the sodium iodide (12.1g, 80 . 6mmol) dissolved in water (50 ml) in, in the aqueous solution of the above-mentioned diazonium salt solution is added. Further stirring at room temperature 1 hour, the ethyl ester of acetic acid 3 times after extraction, the saturated salt water to the acetic acid ethyl ester level to 1 times of cleaning, by means of magnesium sulfate to dry, reducing concentrated. Subsequently, by means of silica gel column purification (hexane) to obtain the target compound (9.0g, 45percent).4-bromo-2-iodotoluene. A solution of acetic acid (100 mL) and acetic anhydride (50 mL) was cooled to 0 °C in a 500 mL 3-neck round bottom under nitrogen with stirring. NaI0Example 82

Molecular Weight:296.93
XLogP3:3.6
Exact Mass:295.86976
Monoisotopic Mass:295.86976
Heavy Atom Count:9
Complexity:94.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes