Reference of 6358-77-6,Some common heterocyclic compound, 6358-77-6, name is 5-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.
[00166] Intermediate 10A. (5-Bromo-2-methoxyphenyl)hydrazine: A suspension of 5-bromo-2-methoxyaniline (5.0 g, 25 mmol) in 6 M HC1 (13 mL) was cooled to -10 C and a solution of sodium nitrite (1.77 g, 26.0 mmol) in water (5 mL) was added slowly to keep the temperature below 0 C. After the addition, the reaction was stirred for an additional 20 min at -10 to 0 C. A solution of tin (II) chloride (14.1 g, 74.2 mmol) in cone. HC1 (25 mL) was added slowly, resulting in precipitation. The precipitate was filtered, suspended in 10% NaOH solution, and extracted with ether (3 x). The combined organics were dried over MgS04, filtered and evaporated to give Intermediate 10A (4.1 g, 76%) which was used directly in the next step. LCMS (ESI) m/z 200, 202 (M-NH3+H, M-NH3+2+H)+, RT = 1.01 min (Method A).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-methoxyaniline, its application will become more common.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; L’HEUREUX, Alexandre; HIEBERT, Sheldon; HU, Carol; LAM, Patrick Y.S.; LLOYD, John; PI, Zulan; QIAO, Jennifer X.; THIBEAULT, Carl; TORA, George O.; YANG, Wu; WANG, Yufeng; WANG, Tammy C.; BOWSHER, Michael S.; RUEL, Rejean; WO2014/22343; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem