2-Tolyl isocyanate → HCID 21963303, compound

Participants

Reaction Conditions

Reaction Steps

2-[2-(4-1,2-Benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-4,5-dimethoxy-phenylamine (160 mg, 0.4 mmol) was dissolved in 4 mL methylene chloride and 2-tolyl isocyanate (49 μL, 0.4 mmol) was added. The reaction mixtures were stirred at 40° C. overnight. Methylene chloride was added to the vial and the reaction mixture was washed with water. The product was recrystallized in isopropyl alcohol. 1-{2-[2-(4-1,2-Benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-4,5-dimethoxy-phenyl}-3-o-tolyl-urea (168 mg) was isolated in 100% purity @ 254 nm; LCMS (APCI): 532 [M+H]+; mp 200° C.; 1H NMR (400 MHz, CDCl3) δ 8.20 (s, 1H), 7.87 (d, J=8 Hz, 1H), 7.80 (m, 2H), 7.47 (t, 1H), 7.33 (t, 1H), 7.18 (t, 1H), 7.11 (m, 2H), 7.02 (t, 1H), 6.74 (s, 1H), 6.35 (s, 1H), 3.88 (s, 3H), 3.87 (s, 3H), 3.61 (t, 4H), 2.77 (m, 2H), 2.73 (m, 4H), 2.67 (m, 2H), 2.12 (s, 3H).

Provenance & Evidence