3-Nitrobenzaldehyde → NSC171304

HRID 541560Notes

Reaction equation

HRID 541560 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1)=[O:3].[N+:13]([C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[CH:19]=O)([O-:15])=[O:14].[OH-].[Na+]>CO>[N+:10]([C:6]1[CH:5]=[C:4]([C:2](=[O:3])/[CH:1]=[CH:19]/[C:18]2[CH:21]=[CH:22][CH:23]=[C:16]([N+:13]([O-:15])=[O:14])[CH:17]=2)[CH:9]=[CH:8][CH:7]=1)([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 74493-NitrobenzaldehydeHCID 8494m-NitroacetophenoneHCID 14798Sodium Hydroxide

Product 1

HCID 6147378NSC171304Yield 89.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Nitroacetophenone (2.23 g, 0.0135 mol) [Aldrich] and 3-nitrobenzaldehyde (2.04 g, 0.0135 mol) [Aldrich] were dissolved in methanol (20 mL), and sodium hydroxide (1.3 g, 0.032 mol) was added. The mixture was stirred for 16 hours. The solid formed was filtered and washed with water to give the desired product (3.6 g, 89%). LCMS for C15H11N2O5 (M+H)+: m/z=299.1.

Workup

  1. customThe solid formed
  2. filtrationwas filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-364c0181ffbd467b9587fe5774f5659a
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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