Benzaldehyde,2-methyl-4-nitro-

General procedure: Adapting literature known protocol (Aoyama, et al., Synlett, 1998, 35-36), commercial activated manganese(IV) oxide (MnOGeneral procedure: Variant B: Adapting literature known protocol (Aoyama, et al., Synlett, 1998, 35- 36), commercial activated manganese(IV) oxide (Mn0A flask was charged with (2-methyl-4-nitro-phenyl)-methanol (16.7 g, 0.100 mol) (334 mL), to manganese(IV) oxide (5 μm, 102.3 g, 1.00 mol), and CH3-Methyl-4-oxazol-5-yl-phenylamine was prepared in two steps from 2-methyl-4- nitrobenzaldehyde in analogy to intermediate 1. 2-Methyl-4-nitrobenzaldehyde was preparedaccording to the following procedure:2-methyl-4-nitrobenzonitrile (1 g, 6.1”7 mmol) was dissolyed in dry toluene (24.0 ml). After cooling to 0°C, a solution of DIBAL-H (4.35 ml, „7.4 mmol) in toluene was added drop wise oyer 10 min. The mixture was stirred for 2h at 0°C. The mixture was quenched at 0°C by addition of HC1 2N (1 ml). After warming to room temperature and addition of further HC1 2N (1 ml), sodium sulfate was added under yigorous stirring. Filtration of the solids and eyaporation yielded a crude, which was purified by flash chromatography (heptane/AcOEt), to yield 2- methyl-4-nitrobenzaldehyde as an orange solid (0.68 g, 67percent)Step B: General procedure: Adapting literature known protocol (Aoyama, et al., Synlett, 1998, 35-36), commercial activated manganese(IV) oxide (MnOGeneral procedure: Variant B: Adapting literature known protocol (Aoyama, et al., Synlett, 1998, 35- 36), commercial activated manganese(IV) oxide (Mn0A flask was charged with (2-methyl-4-nitro-phenyl)-methanol (16.7 g, 0.100 mol) (334 mL), to manganese(IV) oxide (5 μm, 102.3 g, 1.00 mol), and CH3-Methyl-4-oxazol-5-yl-phenylamine was prepared in two steps from 2-methyl-4- nitrobenzaldehyde in analogy to intermediate 1. 2-Methyl-4-nitrobenzaldehyde was preparedaccording to the following procedure:2-methyl-4-nitrobenzonitrile (1 g, 6.1”7 mmol) was dissolyed in dry toluene (24.0 ml). After cooling to 0°C, a solution of DIBAL-H (4.35 ml, „7.4 mmol) in toluene was added drop wise oyer 10 min. The mixture was stirred for 2h at 0°C. The mixture was quenched at 0°C by addition of HC1 2N (1 ml). After warming to room temperature and addition of further HC1 2N (1 ml), sodium sulfate was added under yigorous stirring. Filtration of the solids and eyaporation yielded a crude, which was purified by flash chromatography (heptane/AcOEt), to yield 2- methyl-4-nitrobenzaldehyde as an orange solid (0.68 g, 67percent)Step B:

Molecular Weight:165.15
XLogP3:1.6
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:165.042593085
Monoisotopic Mass:165.042593085
Topological Polar Surface Area:62.9
Heavy Atom Count:12
Complexity:187
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes