5-BroMo-4-chloro-2-nitro-benzaldehyde synthesis

Yield:202808-22-8 51.5%

Reaction Conditions:

with NaNO₃;sulfuric acid in lithium hydroxide monohydrate;isopropanol;

Steps:

a CHEMISTRY

a. 5-Bromo-4-chloro-2-nitrobenzaldehyde (1f). To a mixture of sulphuric acid (40 ml) and sodium nitrate (2.66 g, 31.3 mM) at 0°-5° C. was added 3-bromo-4-chlorobenzaldehyde (6.25 g, 28.5 mM). The resulting mixture was stirred at room temperature for 7 h and then diluted with ice water (300 ml). The precipitated solids were filtered, washed with water and dried to give a powder. Recrystallization of this material from the mixture of isopropanol and water (2:1) provided the title 2-nitrobenzaldehyde 1f (3.6 g, 51.5%) as a light yellow powder, m.p. 81°-82° C. Analysis for C₇ H₃ BrClNO₃: Calculated (%): C 31.79 H 1.14 N 5.30 Found (%): C 31.55 H 0.98 N 5.09 ¹ H-NMR (CDCl₃),δ:8.22 (s,1H), 8.23 s,1H),10.39 (s,1H).

References:

US5776935,1998,A