Yield:80143-14-2 55%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in dichloromethane at 0; for 0.5 h;

Steps:

MC825_SC05.1-IS08115-044 Step 1-IS08115-044 1-lsothiocvanato-2, -dimethoxy-benzene

General procedure: Step 1-IS08115-044 1-lsothiocvanato-2, -dimethoxy-benzene Procedure: To a solution of 2,3-dimethoxy-phenylamine (1 g, 6.52 mmol) in dry dichloromethane (25 mL) at 0°C, diisopropylethylamine (2.3 mL, 13 mmol) is added and stirred for 5 min. Thiophosgene (0.55 mL, 7.2 mmol) is added and stirred at 0°C for 30 min. After completion of the reaction (monitored by TLC), the reaction mixture is quenched with cold water, separated the layer, washed the organic layer with water (3 * 25mL), brine, dried over MgS0₄ and concentrated to get the product. Yield: 55 % (0.7 g, colourless gum). ¹H NMR (400 MHz, DMSO-d₆): δ [ppm] 7.09-7.06 (m, 2H), 6.89-6.86 (m, 1H), 3.82 (s, 3H), 3.81 (s, 3H).

References:

WO2013/124026,2013,A1 Location in patent:Page/Page column 88; 89