
5-BROMO-2-METHOXYANILINE synthesis
- Product Name:5-BROMO-2-METHOXYANILINE
- CAS Number:6358-77-6
- Molecular formula:C7H8BrNO
- Molecular Weight:202.05

33696-00-3

6358-77-6
General procedure for the synthesis of 5-bromo-2-methoxyaniline from 2-nitro-4-bromoanisole: 1. Preparation of Intermediate 11A: An ethanol (65 mL) solution of 4-bromo-1-methoxy-2-nitrobenzene (2.00 g, 8.62 mmol), zinc powder (5.64 g, 86.0 mmol), and ammonium chloride (4.61 g, 86.0 mmol) was stirred for 2 hours at room temperature. 2. Upon completion of the reaction, the reaction mixture was diluted with ethyl acetate (EtOAc) and filtered through diatomaceous earth (CELITE). 3. The filtrate was concentrated by evaporation to give Intermediate 11A (1.74 g, 100% yield) as an off-white solid. 4. Mass spectral analysis (LCMS-ESI) of Intermediate 11A showed m/z 202,204 ([M+H]? , [M+2+H]?) , and a retention time (RT) of 0.70 min (Method J).

33696-00-3
202 suppliers
$10.00/1g

6358-77-6
162 suppliers
$6.00/250mg
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

104-92-7
436 suppliers
$10.00/10g

6358-77-6
162 suppliers
$6.00/250mg

33696-00-3
202 suppliers
$10.00/1g

7439-89-6
461 suppliers
$10.00/25g

6358-77-6
162 suppliers
$6.00/250mg

367521-06-0
2 suppliers
inquiry

6358-77-6
162 suppliers
$6.00/250mg

33696-00-3
202 suppliers
$10.00/1g

7646-78-8
316 suppliers
$11.00/5g

6358-77-6
162 suppliers
$6.00/250mg