Water → HCID 86593318, compound

Participants

Reaction Conditions

Reaction Steps

The 2-aminobenzothiazole 2 (0.3 g, 1.0 mmol) was dissolved in DMSO (2 ml). Methyl iodide (0.25 ml, 2.0 mmol) was added and the mixture was stirred at 110° C. for 17 hours. The mixture was cooled and poured into water. The precipitate formed was collected by filtration and washed with water to give the product as a yellow solid (0.38 g, 86%). Mp 267-269° C.; 1H NMR (DMSO): δ 2.47 (3H, s, Ar—CH3), 3.74 (3H, s, N—CH3), 7.38 (1H, d, J=8.4, ArH), 7.79 (1H, d, J=8.4, ArH), 7.93 (1H, d, J=8.4, ArH), 7.95 (1H, s, ArH), 8.22 (1H, d, J=8.4, ArH), 8.75 (1H, s, ArH), 10.19 (2H, s, NH2); 13C NMR (DMSO): δ 21.14, 32.39, 113.9, 122.0, 122.2, 122.4, 122.7, 126.6, 128.3, 129.8, 134.7, 135.6, 140.9, 151.6, 164.7, 168.9; HR-FAB-MS m/z Found: 312.0638 C16H14N3S2 (M+): requires M, 312.0629.

Provenance & Evidence