2-Amino-4-methoxy-6-methyl-1,3,5-triazine → 2-(Dichloromethyl)-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]benzenesulfonamide

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Reaction Steps

2-(Dichloromethyl)benzenesulfonyl isocyanate prepared from 10 mmol of sulfonamide as described in the synthesis of Example 1, was treated with acetonitrile (15 ml) and 2-amino-4-methoxy-6-methyl-1,3,5-triazine (1.40 g). The mixture was stirred for 18 hrs. and filtered. The filtrate was evaporated and recrystallized from acetone to give 0.78 g of white solid, mp. 168°-169° (dec). 1H nmr δDMSO-d6TMS 8.37-7.50 (m, featuring singlet at 8.07), 7.00-6.17 (brds), 4.00 (s), 2.48 (s). IR (nujol) featured bands at 1720 and 1590 cm-1. Mass spectrum featured 264.9367 (calc'd for C8H5Cl2NO3S 264.9367) and 140.0687 (calc'd for C5H8N4O 140.0697).

Provenance & Evidence