ChemicalBook CAS DataBase List 3-Fluoro-5-bromoaniline

3-Fluoro-5-bromoaniline synthesis

6synthesis methods

Product Name:3-Fluoro-5-bromoaniline
CAS Number:134168-97-1
Molecular formula:C6H5BrFN
Molecular Weight:190.01

7087-65-2 Synthesis

7087-65-2
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7439-89-6
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134168-97-1
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$13.00/250mg

Yield:-

Reaction Conditions:

with ammonium chloride in water

Steps:

A.14.3 Step 3
Step 3 A suspension of 29.0 g of iron powder and 20.0 g of ammonium chloride in 50 ml of water was heated to 90° C. with vigorous stirring. To this was added 24.0 g of 1-bromo-3-fluoro-5-nitrobenzene portionwise. The mixture was refluxed for 4 hours, cooled to room temperature and filtered to remove insoluble matter. The insoluble matter and the filtrate were extracted, respectively, with ethyl acetate. Both extracts were combined together and evaporated in vacuo to give 12.1 g of the title compound. Vacuum distillation of a portion thereof gave an analytical sample boiling at 103.0°-105.0° C. /7 mm Hg. NMR (DMSO-d₆, δ ppm): 5.73 (2H, bs), 6.2-6.4 (1H, m), 6.4-6.7 (2H, m). Analysis calculated for C₆ H₅ BrFN; C 37.92; H 2.65; N 7.37; Found: C 37.83; H 2.68; N 7.36. Hydrochloride, m.p. 216.0°-219.0° C. (decomp.) from isopropyl alcohol.

References:

Kanebo, Ltd. US5087640, 1992, A