2-Aminothiophenol → HCID 49869134, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of polyphosphate ester (see, e.g., Yalpn et al., Eur. J. Med. Chem., 1992, Vol. 27, pp. 401-406) (1 g) and chloroform (3 mL) was added 3-(methoxymethyl)-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxylic acid (225 mg; 1 mmol) and 2-aminothiophenol (107 μL; 1 mmol). The mixture was carefully heated to 70° C. for 3.5 hours, then cooled and the chloroform removed under reduced pressure. The residue was added to water (100 mL), which was extracted with ethyl acetate (×3). The combined organic fractions were dried (MgSO4) and concentrated. The crude product was washed with ether/hexane, and purified by column chromatography to give a pale yellow powder (0.007 g; 3%). δH (DMSO d6): 9.03 (1H, s), 8.22 (1H, d, J=7.9), 8.17 (1H, d, J=7.9), 7.61 (1H, td, J=7.7, 1.3), 7.53 (1H, td, J=7.6, 1.2), 5.65 (2H, s), 3.46 (3H, s).

Provenance & Evidence