p-Toluenesulfonic acid → HCID 59823518, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2.0 g (6.9 mmol) of 4-[(4,5-dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethylaniline and 11.3 ml (0.13 mol) of trimethoxymethane 0.12 g (0.7 mmol) of p-toluene sulfonic acid were added. The reaction mixture was refluxed for 16 hrs and concentrated in vacuo. The crude product was solved in 12 ml of toluene and 0.82 g (13.8 mmol) N-methylethanamine were added. The reaction mixture was stirred for 16 hrs at 50° C. The reaction mixture was concentrated in vacuo. Column chromatographie (gradient: petroleum ether->methyl-tert. butyl ether) yielded 2.3 g (6.3 mmol) 91% of N′-{4-[(4,5-dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylimidoformamide; log P (pH 2.3)=2.04

Provenance & Evidence