Hydrochloric Acid → HCID 178424090, compound

Participants

Reaction Steps

The title compound was synthesized by reacting 2-{[(4-fluorophenyl)sulfonyl]amino}-4-methylbenzenecarbonitrile (13) (0.1 g, 0.34 mmol), sodium azide (0.09 g, 1.37 mmol), and ammonium chloride (0.74 g, 1.37 mmol) in 3 mL of DMF at 120° C. for 20 h.23 Reaction mixture was poured into ice cold water (30 mL) and acidified with dilute HCl solution. The white precipitate obtained on acidification was extracted with ethyl acetate. The organic layer was washed (H2O) dried (Na2SO4) and concentrated to give crude product (0.1 g), which was purified by FCC (silica gel, CH2Cl2, MeOH, CH3COOH, 10:2:0.1, v/v/v) to give 13 as white solid (0.086 g, 74.9%) mp: 152-154° C.; IR (CHCl3) 3136, 1457, 1376, 1348, 1165, 1153 cm−1; 1H NMR (500 MHz, DMSOD6) δ 2.36 (s, 3H, CH3), 7.17-7.81 (m, 6H, aromatic) and 10.81 (br, 1H, NH). HRMS calcd 356.0587 (C14H12FN5O2S.Na+), found 356.0587.

Provenance & Evidence