2-Chloronicotinic acid → 2-[[2-[[(4-Methyl-1H-imidazol-5-yl)methyl]thio]ethyl]amino]-3-pyridinecarboxylic acid

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Reaction Steps

An intimate mixture of powdered 2-(5-methyl-4-imidazolylmethylthio)ethylamine (1.71 g; 0.010 moles) and 2-chloropyridine-3-carboxylic acid (1.73 g; 0.011 moles) was heated to 150° for 6 hours. The resulting cooled glass was dissolved in a little water and neutralised by slow addition of 2N sodium hydroxide solution. At pH6, solid precipitated out of solution. This was filtered off, and recrystallised from water to give 2-[2-(5-methyl-4-imidazolylmethylthio)ethyl]amino pyridine 3-carboxylic cid as small, colourless crystals (1.04 g) which sublimed at 98°.

Provenance & Evidence