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ChemicalBook CAS DataBase List 5-BROMO-4-NITRO-1H-IMIDAZOLE

5-BROMO-4-NITRO-1H-IMIDAZOLE synthesis

2synthesis methods
-

Yield: 87%

Reaction Conditions:

with nitric acid in (2S)-N-methyl-1-phenylpropan-2-amine hydrate;sulfuric acid

Steps:

312.A 5-Bromo-4-nitro-1H-imidazole
Example 312A 5-Bromo-4-nitro-1H-imidazole 4-Bromo-1H-imidazole (2.0 g, 13.6 mmol) was reacted with concentrated nitric acid (0.947 mL, 14.96 mmol) in concentrated sulfuric acid (20 mL) at 110° C. for 1 hour. The reaction was cooled to 25° C. and poured into 200 mL of ice water. The resulting white precipitate formed was collected by filtration to give the title compound (2.3 g, 87%). MS (ESI-) m/z 191 (M-H)-. 1H NMR (300 MHz, DMSO-d6) δ ppm 7.99 (s, 1H).

References:

Pratt, John K.;Betebenner, David A.;Donner, Pamela L.;Green, Brian E.;Kempf, Dale J.;McDaniel, Keith F.;Maring, Clarence J.;Stoll, Vincent S.;Zhang, Rong US2004/162285, 2004, A1