Ethanol → HCID 58137375, compound

Participants

Reaction Steps

3-Methoxy-6-methyl-4-nitropyridazine 1-oxide (2 g) was initially charged in ethanol (100 ml) at RT. Thereafter, solid sodium ethoxide (1.4 g) was added in portions while stirring. After stirring at 55° C. for 1.5 h, the reaction mixture was cooled to RT and admixed with water, and the aqueous phase was extracted 3 times with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. The crude product was purified by means of preparative HPLC. The clean, product-containing fractions were combined, freed of the acetonitrile and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. 176 mg of the desired product were obtained. The aqueous phase was freeze-dried to obtain 781 mg of the desired product. To obtain further product, the contaminated fractions from the chromatography were combined and freeze-dried. The residues were purified again by means of preparative HPLC, and the clean product was isolated as described above. A further 130 mg of product were obtained.

Provenance & Evidence