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ChemicalBook CAS DataBase List 5-BROMO-2-METHOXYANILINE
6358-77-6

5-BROMO-2-METHOXYANILINE synthesis

8synthesis methods
-

Yield: 100%

Reaction Conditions:

with ammonium chloride;zinc in ethanol at 20; for 2 h;

Steps:

[00169] Intermediate 1 1 A. 4-Bromo-l-methoxy-2-nitrobenzene
[00169] Intermediate 1 1 A. 4-Bromo-l-methoxy-2-nitrobenzene: The mixture of 4- bromo- 1 -methoxy-2 -nitrobenzene (2.00 g, 8.62 mmol), zinc (5.64 g, 86.0 mmol), and ammonium chloride (4.61 g, 86.0 mmol) in ethanol (65 mL) was stirred together at room temperature for 2 h. The reaction was then diluted with EtOAc, filtered through CELITE, and evaporated to give Intermediate 11A (1.74 g, 100%) as a grayish-white solid. LCMS (ESI) m/z 202, 204 (M+H, M+2+H)+, RT = 0.70 min (Method J).

References:

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 Location in patent:Paragraph 00169

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