Butyl Chloride → HCID 13937617, compound

Participants

Reaction Steps

A solution of the sulfonyl isocyanate from Example 6 (approximately 1.2 g) and 0.55 g of 4,6-dimethoxy-2-aminopyrimidine in 5 ml methylene chloride was stirred at room temperature for 4 hours. The reaction mixture was then filtered and the filtrate concentrated in vacuo to give a gummy solid. Trituration with warm n-butyl chloride gave a tan solid which was filtered and washed with ethyl acetate. The yield of 2-[[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]aminosulfonyl]methyl-3-nitrobenzoic acid, methyl ester was 1.0 g as a light tan-colored solid, m.p. 177°-181°; IR(nujol): 1730, 1700 cm-1 ; NMR (CDCl3 /DMSO-d6): δ 3.75 (6H, s, OCH3 's), 3.8 (3H, s, CO2CH3), 5.7 (2H, s, --CH2 --), 5.8 (1H, s, heterocyclic ring H), 7.65-8.4 (3H, m).

Provenance & Evidence