Salicylaldehyde → HCID 12478198, compound

Reaction equation

[H-].[Na+].[OH:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[O:7].Cl[C:13]1[C:18]([N+:19]([O-:21])=[O:20])=[CH:17][CH:16]=[CH:15][N:14]=1>CN(C)C=O>[N+:19]([C:18]1[C:13]([O:3][C:4]2[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=2[CH:6]=[O:7])=[N:14][CH:15]=[CH:16][CH:17]=1)([O-:21])=[O:20]

Participants

Procedure

Sodium hydride (60%) (0.0899 mol) was added portionwise under N2 at room temperature to a mixture of 2-hydroxybenzaldehyde (0.0818 mol) in N,N-dimethyl-formamide and the mixture was stirred under N2 for 15 minutes. 2-Chloro-3-nitro-pyridine (0.0818 mol) in N,N-dimethylformamide was added and the mixture was stirred at 100° C. for 2 hours. The mixture was poured into ice/water, extracted with diethylether and the solvent was evaporated, yielding 4.5 g (23%) of 2-[(3-nitro-2-pyridinyl)oxy]benzaldehyde (interm. 1).