Dabco → 2-Chloro-N-[(5-cyano-2,6-dimethylpyrimidin-4-yl)-aminocarbonyl]benzenesulfonamide

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Reaction Steps

4.35 g of 2-Chlorobenzenesulfonyl isocyanate was dissolved in 10 ml xylenes and 25 ml methylene chloride. To this was added 2.96 g of 4-amino-2,6-dimethyl-5-pyrimidine carbonitrile and a catalytic amount of 1,4-diazabicyclo[2.2.2]octane. The reaction was stirred under a CaSO4 drying tube for three days. The reaction was filtered to remove unreacted pyrimidine, and then the desired product was precipitated by addition of 1-chlorobutane, filtered off, rinsed well with 1-chlorobutane and dried in vacuo giving 5.2 g of the desired product, m.p. 125°-127°. IR: 2240 cm-1 (C≡), 1730 cm-1 (C=O); NMR (DMSO-d6)δ: 2.6 (s, 6H), 7.4-8.1 (m, 4H) ppm indicating the title compound.

Provenance & Evidence