Methyl 5-amino-6-mercaptonicotinate → [1,2,3]Thiadiazolo[5,4-b]pyridine-6-carboxylic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

The amine (i) (1.3 g) was suspended in 0.5 M hydrochloric acid (200 mL) and cooled to −3° C. A solution of sodium nitrite (487 mg) in water (3 mL) was added dropwise over 10 minutes and the mixture was stirred for 2 hours when the solid product was collected and chromatographed on silica gel (chloroform) to afford a solid (0.90 g)

Provenance & Evidence