Sodium Chloride → HCID 59823515, compound

Participants

Reaction Steps

To a solution of 3.57 g (17 mmol) of N-ethyl-N′-(4-hydroxy-2,5-dimethylphenyl)-N-methylimidoformamide in 60 ml of DMF were added 2.51 g (18 mmol) of potassium carbonate and the mixture was stirred at ambient temperature for 30 min. Then 3.00 g (16.5 mmol) of 2,5-dichloro-1,3-thiazole-4-carbaldehyde were added and the mixture was stirred at ambient temperature for 7 days. Then the reaction mixture was poured on water, dichloromethane and some NaCl was added, layers were separated, the water layer was extracted with dichloromethane, the organic phase was dried over sodium sulfate and evaporated. Column chromatographic (gradient: dichloromethane->methanol) yielded 4.40 g (12.5 mmol) 67% of N′-{4-[(5-chloro-4-formyl-1,3-thiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylimidoformamide log P (pH 2.3)=1.51

Provenance & Evidence