1,3-Dichloro-2-isothiocyanatobenzene → HCID 22288834, compound

Participants

Reaction Conditions

Reaction Steps

2,6-Dichlorophenyl isothiocyanate (0.3 g) and 4,5-difluoro-1,2-phenylenediamine (0.21 g) were stirred at RT for 4 h in THF (15 ml) and then concentrated and dried in a high vacuum. The foamy residue was dissolved in ethanol and heated to 70° C. with stirring. Methyl iodide (0.73 ml) was then added dropwise. After three hours, the heating was stopped and the batch was allowed to stand overnight. After concentration, it was taken up using water and EA, and the EA phase was separated off, dried with magnesium sulfate, filtered, and concentrated. The residue was purified by means of preparative HPLC on RP-18 using acetonitrile/water (0.05% TFA). The clean fractions were combined, the acetonitrile was stripped off, the residue was adjusted to pH 10 with potassium carbonate solution, extracted three times with EA, and then the combined phases were dried, filtered, and concentrated. The residue was taken up using 2 N HCl and freeze-dried. 55 mg of the title compound were obtained.

Provenance & Evidence