Some tips on 3-Bromo-2-methylaniline

According to the analysis of related databases, 55289-36-6, the application of this compound in the production field has become more and more popular.

Synthetic Route of 55289-36-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 55289-36-6 as follows.

A mixture of 3-bromo-2-methylaniline (10 mL, 60.52 mmol), chloral hydrate (14.86 g, 89.86 mmol) and anhydrous Na2S04 (94.56 g, 665.74 mmol) in hydrochloric acid (6.4 mL, 21 1.24 mmol) and H2O (700 mL) was stirred vigorously at room temperature overnight. To the resulting mixture, hydroxylamine hydrochloride (5.86 g, 84.26 mmol) was added and the mixture was heated to reflux overnight. The reaction mixture was ice cooled, and the resulting precipitate was collected by vacuum filtration and washed copiously with H2O and dried under suction. The precipitate was re-dissolved in EtOAc (-500 mL) and washed with H2O (300 mL) and brine (300 mL) then dried over MgS04. The resulting filtrate was removed in vacuo to give 6-bromo-7-methyl-indoline-2,3-dione as a dark brown solid in quantitative yield, which was used directly in the next step without further purification. LC-MS 238.5/240.5 [M+H]+; RT 1.84 min

According to the analysis of related databases, 55289-36-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; REDX PHARMA PLC; STOKES, Neil; (163 pag.)WO2017/46603; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary