672293-33-3

6933-47-7

672293-33-3

Methyl 2-methyl-4-aminobenzoate (Intermediate 7) (2.9 g, 16.6 mmol) was used as raw material and dissolved in DMF (15 ml), sodium periodate (1.45 g, 6.6 mmol) and iodine (3.4 g, 13.3 mmol) were added sequentially. The reaction mixture was stirred at a constant temperature at 50°C for 2 hours. After the reaction was completed, the mixture was slowly poured into cold water containing NaHSO3 (0.5 g). After stirring and mixing, the mixture was allowed to stand overnight. On the following day, the precipitate was collected by filtration, washed with water and subsequently dissolved with dichloromethane. The resulting solution was dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the target product methyl 4-amino-5-iodo-2-methylbenzoate as an orange solid (4.1 g, 85% yield). The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 8.20 (s, 1H), 6.47 (s, 1H), 3.75 (s, 3H), 2.42 (s, 3H).