Synthetic Route of 37466-89-0, The chemical industry reduces the impact on the environment during synthesis 37466-89-0, name is 3-Methoxybenzene-1,2-diamine, I believe this compound will play a more active role in future production and life.
General procedure: A dispersion of the according 1,2-phenylenediamine or aniline (1 eq) in butyric anhydride (3 eq) was treated with a few drops of concentrated hydrochloric acid and stirred at room temperature or heated at 40-120 C for 1.5-4 h. The reaction mixture was cooled to room temperature and the formed precipitate was either sucked off and washed with 1 N sodium hydroxide solution or the solution was further diluted with water and basified with 6 N sodium hydroxide solution to be extracted with DCM (2×). The combined organic phases were washed with brine, dried over anhydrous sodium sulfate, filtered and DCM was removed under reduced pressure. The mono- and bis-butyric anilide intermediates were refluxed with 4-6 N hydrochloric acid (~5-6 times of the weight) at 100 C for 2-14 h to obtain the corresponding benzimidazoles. The reaction mixture was then diluted with water and basified with 6N sodium hydroxide solution. After extraction with DCM (3×) the organic phases were collected, washed with brine, dried over anhydrous sodium sulfate and filtered. DCM was removed under reduced pressure. The products were purified by column chromatography (DCM/MeOH, 95:5 or EA/MeOH, 8:2).
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, 3-Methoxybenzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Schoepf, Anna M.; Salcher, Stefan; Obexer, Petra; Gust, Ronald; European Journal of Medicinal Chemistry; vol. 185; (2020);,
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