Ammonia → HCID 69337624, compound

Participants

Reaction Steps

To a solution of 80 mg (0.23 mmol) of N-(2-amino-5-nitro-4-trifluoromethyl-benzoyl)-methanesulfonhydrazide in 1.5 ml of conc. hydrochloric acid, 270 mg (1.17 mmol) of tin(II) chloride dihydrate is added and the mixture is stirred at room temperature for 20 min. The mixture is neutralized at 0° C. with an aqueous solution of ammonia. The product is extracted with ethyl acetate. The combined organic fractions are dried, evaporated and purified by flash-master chromatography (0-70% gradient cyclohexane/ethyl acetate) to yield N-(2,5-diamino-4-trifluoromethyl-benzoyl)-methanesulfonhydrazide as hydrochloride salt. M.p. 220.8 -225.5° C.; 1H-NMR ; DMSO-d6 (400 MHz, ppm): 6.98 (s, 1H, aromatic); 6.88 (s, 1H, aromatic); 2.98 (s, 3H, S02-CH3). LC-MS: 313 [M+H]+; Agilent LCIMSD 1100 Series; LC-MS method: Column: SunFireC 18, 4.6*50 mm, 3.5 μm; positive MS; water/acetonitril 95:5 to 5:95 in 5 min, flow: 1.5 ml/min.

Provenance & Evidence