1,4-dichloro-2-isothiocyanatobenzene

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Pipemidic acid (51 mg, 0.168 mmol) and 2,5-dichlorophenyl isothiocyanate (20 μL, 0.140 mmol) were used. Purification on silica yielded compound 20 in Table 1, below (42.7 mg, 60%). 1H NMR (300 MHz, CDCl3) δ 9.39 (s, 1H), 9.06 (s, 1H), 7.57 (d, J=2.39 Hz, 1H), 7.42-7.36 (m, 1H), 7.20 (d, J=7.35 Hz, 1H), 4.55-4.39 (m, 2H), 4.31-4.02 (m, 8H), 1.52 (t, J=6.88 Hz, 3H) ppm. Purification on silica yielded compound 20 in Table 1

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Pipemidic acid (51 mg, 0.168 mmol) and 2,5-dichlorophenyl isothiocyanate (20 μL, 0.140 mmol) were used. Purification on silica yielded compound 20 in Table 1, below (42.7 mg, 60%). 1H NMR (300 MHz, CDCl3) δ 9.39 (s, 1H), 9.06 (s, 1H), 7.57 (d, J=2.39 Hz, 1H), 7.42-7.36 (m, 1H), 7.20 (d, J=7.35 Hz, 1H), 4.55-4.39 (m, 2H), 4.31-4.02 (m, 8H), 1.52 (t, J=6.88 Hz, 3H) ppm. Purification on silica yielded compound 20 in Table 1