The origin of a common compound about 161949-50-4

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-5-iodoanisole, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 161949-50-4, name is 2-Chloro-5-iodoanisole, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 161949-50-4, name: 2-Chloro-5-iodoanisole

2nd reaction step: 4-Chloro-3-methoxybenzeneboronic acid In a flame-dried flask, 1.93 g (79.2 mmol) of magnesium turnings were etched with a small crystal of iodine, and 50 ml of anhydrous ether were added. Then, under a nitrogen atmosphere, a solution of 20.0 g (79.2 mmol) 2-chloro-5-iodoanisole in 50 ml of anhydrous ether were added dropwise in such a way that the ether was kept boiling by the heat of reaction. After the addition was complete, the mixture was refluxed for 11/2 hours and then filtered through glass wool, with exclusion of moisture, into a dropping funnel. This Grignard solution and, synchronously but separately, 8.24 g (79.2 mmol) of trimethyl borate were added dropwise to 50 ml of anhydrous ether in a flame-dried flask under a nitrogen atmosphere at -60 to -70 C. The resulting suspension was then stirred at the stated temperature for one hour and, after it had warmed to about 20 C., acidified to pH 3 with 5% strength sulfuric acid. After separation of the phases, the aqueous phase was extracted three times with ether. The combined organic phases were dried over sodium sulfate and then concentrated. The residue was extracted by boiling three times with 100 ml of water each time. The aqueous phases were combined and cooled, when 4.6 g (32%) of colorless crystals separated out and were removed and dried under reduced pressure at 20-25 C. 1 H-NMR (270 MHz, in d6 -DMSO): delta [ppm]=3.90(s,3H), 7.39(s,2H), 7.56(s,1H), 8.2(s,br.,2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-5-iodoanisole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF Aktiengesellschaft; US5783522; (1998); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com