1,2-Dichloroethane → HCID 136337175, compound

Participants

Reaction Conditions

Reaction Steps

Titanium (IV) chloride (1.2 mL, 11 mmol) was carefully added to a solution of 1-[(2,3-dihydro-benzo[1,4]dioxin-5-ylimino)-ethoxycarbonylamino-methyl]-1H-pyrazole-4-carboxylic acid ethyl ester (1.39 g, 3.58 mmol) and DCE (11 mL), and the resulting solution was heated to 110° C. for 2 h. The reaction mixture was cooled to room temperature and ethanol (60 mL) was added. The resulting slurry was stirred at room temperature for 30 min; the precipitate was then collected to yield the titled compound (0.970 g, 78% yield). MS (ESI/Cl): mass calcd. for C16H14N4O6, 342.1; m/z found, 343.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6): 12.78 (s, 1H), 8.90 (d, J=0.5 Hz, 1H), 8.31 (s, 1H), 7.62 (d, J=8.7 Hz, 1H), 7.06 (d, J=8.8 Hz, 1H), 4.48-4.35 (m, 4H), 4.30 (q, J=7.1 Hz, 2H), 1.33 (t, J=7.1 Hz, 3H).

Provenance & Evidence