2-Thiophenecarboxylic acid, 3-(isocyanatosulfonyl)-, methyl ester → HCID 13369450, compound

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Reaction Steps

A 0.2 g sample of 4-methoxy-6-methylfuro[2,3-d]pyrimidin-2-amine of Example 8 was stirred in 10 ml of anhydrous acetonitrile while 2.0 ml of a 1M solution of 2-carbomethoxy-3-thiophenesulfonylisocyanate in acetonitrile was added at once. The mixture immediately became homogenous then the solid product crystallized out at ambient temperature and was collected after 1 hour. The yield of product was 0.3 g, m.p. 194°-196°. An NMR (60 MHz) spectrum (CDCl3 /DMSO-d6) exhibited absorptions at 2.5, 4.2, 6.4, 7.3, 7.9, 3.9 (methyl ester), 7.5 and 12.5 (broad NH's) ppm and the infrared spectrum (nujol) exhibited bands at 3100 (NH), 1730 (ester), 1700 (urea) cm-1 indicating the title compound.

Provenance & Evidence