Methyl p-toluenesulfonate → HCID 86671700, compound

Participants

Reaction Steps

20.0 g (81.3 mmol) of 2-[2-(diethylamino)ethyl]-1H-isoindole-1,3(2H)-diol from stage 1 and 16.6 g (89.5 mmol) of p-toluenesulfonic acid methyl ester were refluxed in 250 ml toluene for 8 hours. After cooling, the white, crystalline solid was filtered out and rewashed with toluene. The product was then dried under a vacuum at 30° C. Yield: 10.3 g (29.3%); 1H-NMR (400 MHz, DMSO-d6): δ [ppm]=1.39 (t, 6H); 2.28 (s, 3H); 3.06 (s, 3H); 3.47 (m, 6H); 3.97 (q, 2H); 7.10 (d, 2H); 7.48 (d, 2H); 7.89 (m, 4H); 13C-NMR (400 MHz, DMSO-d6): δ [ppm]=8.1; 20.7; 30.5; 46.1; 55.5; 56.0; 123.2; 125.4; 128.0; 131.2; 134.5; 137.6; 145.6; 167.3.

Provenance & Evidence