Synthetic Route of 239122-51-1,Some common heterocyclic compound, 239122-51-1, name is 5-Bromo-3-fluoro-2-methoxyaniline, molecular formula is C7H7BrFNO, 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.
a) N- (5-Bromo-3-fluoro-2-methoxy-phenyl)-2- [(E)-hydroxyiminol -acetamideIn a 500 ml three-necked flask, 2,2,2-trichloroethane-1,1-diol (8.68 g, 52.5 mmol) and sodium sulfate (47.4 g, 334 mmol) were combined with water (122 ml) to give a colorless solution. The reaction mixture was heated to 50 C and a mixture of 5-bromo-3-fluoro-2-methoxyaniline (CAS239122-51-1, 10.50 g, 47.7 mmol) in water (60 ml), dioxane (60 ml) and aqueous hydrochloricacid (7.84 ml, 95.4 mmol) were added. Then hydroxylamine hydrochloride (9.95 g, 143 mmol)in water (60 ml) was added. The reaction mixture was heated to 70 C and stilTed for 15 hoursand then cooled to room temperature. The precipitate was filtered off and washed with water (50ml) and dried in vacuo to yield the title compound as brown solid (13.4 g, 96 %). MS: mle =289.1, 291.3 [M-H].
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-3-fluoro-2-methoxyaniline, its application will become more common.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BISSANTZ, Caterina; BONNAFOUS, Rene; BUETTELMANN, Bernd; JAKOB-ROETNE, Roland; LERNER, Christian; RUDOLPH, Markus; WO2014/102233; (2014); A1;,
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