Some common heterocyclic compound, 19500-02-8, name is 3-Methoxy-2-methylaniline, molecular formula is C8H11NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 19500-02-8
2-Methoxy-4-bromotoluene; Crude 2-methoxy-6-amino-toluene (max. 120 mmol) was suspended in HBr (48%, 48 ml) and water (120 ml) and cooled to 0C in an ice bath. Sodium nitrite (9.2 g) in water (24 ml) was added dropwise to the cold mixture, which turned yellow then brown. After 10 min, excess nitrite was destroyed by addition of urea (0.08 g) and the mixture was rapidly filtered into cold (0C) acetone (480 ml) to give a bright yellow solution. CuBr (99.999%, 18.89,131 mmol) was then added portionwise and the resulting mixture stirred at 0C for 3h. Gas evolution was observed. The mixture was allowed to warm to ambient temperature, and then concentrated in vacuo. Dichloromethane was then added and the mixture washed with sat. aq. sodium bicarbonate solution. The organic layer was separated, dried over magnesium sulphate and concentrated in vacuo to give the product (23.1 g, 96%) as a red oil. No.H (CDCl3; 250MHz) 7.18-6.77 (3H, m, aromatics), 3.83 (3H, s, OCH3), 2.32 (3H, s, CH3).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19500-02-8, its application will become more common.
Reference:
Patent; ARAKIS LTD.; WO2005/103019; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem