Methyl p-toluenesulfonate → HCID 86760673, compound

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Reaction Steps

2-methyl-6-(benzoxazol-2-yl)-benzothiazole (50 mg, 0.22 mmol) was stirred for 3 h at 90° C. in m excess of melted methyl tosylate (900 mg, 4.78 mmol). After being allowed to cool to room temperature, the product was precipitated by addition of acetone and collected by filtration. The precipitate was washed with acetone and allowed to dry over night. This gave the product as light brown crystals. Yield: 56 mg, 56%. 1H NMR (DMSO): δ 2.27 (s, 3H, CH3), 3.21 (s, 3H, —CH3), 4.24 (s, 3H, —CH3), 7.09 (d, J=8, 2H, ArH), 7.47 (M, 4H, ArH), 7.88 (t, J=8.8, 2H, ArH), 8.49 (d, J=8.8, 1H, ArH), 8.64 (d, J=8.8, 1H, ArH), 9.32 (a, 1H, ArH). HR-FAB-MS m/z Found: 281.078 C16H13N2OS (M+): requires M, 281.075.

Provenance & Evidence