1-chloro-2-(isothiocyanatomethyl)benzene

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: The title compound was prepared following the procedure described for Step-1 of Intermediate-3 using methyl 4,5-diamino-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate (Intermediate-1, 2.5 g, 10.59 mmol), 1-chloro-2-(isothiocyanatomethyl)benzene (2.5 g, 13.6 mmol), N,N-di-isopropyl carbodimide (0.5 mL) and acetonitrile (10.0 mL) to afford 2.00 g of the desired product. 1HNMR (DMSO-d6): δ 1.41 (s, 6H), 3.00 (s, 2H), 3.71 (s, 3H), 4.60 (d, J=5.3 Hz, 2H), 7.30-7.45 (m, 5H), 7.55 (t, J=6.6 Hz), 10.80 (s, 1H); MS [M+H]+: 386.05. The title compound was prepared

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

Procedure: The title compound was prepared following the procedure described for Intermediate-2 using 2-chloro benzyl amine (5.0 g, 35 mmol), thiophosgene (4.38 g, 38.5 mmol) and N-ethyl di-isopropyl amine (13.5 g, 105 mmol) to afford 3.0 g of the desired product. 1HNMR (DMSO-d6): δ 5.00 (s, 2H), 7.41 (m, 2H), 7.54 (m, 2H). The title compound was prepared