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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35545Generated: October 25, 2026

Potassium Hydroxide → Methyl 3-(N,N-dimethylaminothiocarbamoyloxy)pyridine-2-carboxylate

https://huagongshe.com/reaction/35545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
ReactantMethyl 3-Hydroxy-2-pyridinecarboxylateHCID 819341—
ReactantN,N-dimethylaminothiocarbamoyl chlorideHCID 86742401—
SolventWaterHCID 962—
ProductMethyl 3-(N,N-dimethylaminothiocarbamoyloxy)pyridine-2-carboxylateHCID 8674240075.8%

Reaction Steps

A solution of 3.06 g (20 mmol) of methyl 3-hydroxypyridine-2-carboxylate in 15 mL of water was made basic with 1.12 g KOH. To this solution was added 3.2 g (26 mmol) of N,N-dimethylaminothiocarbamoyl chloride and the solution was stirred at room temperature for 2 hours. The solution was partitioned between benzene and water and the aqueous layer was washed with two portions of water. The combined extracts were dried and concentrated to afford 4.1 g of a white solid, m.p. 74°-75° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04767766
Source datasetuspto-grants-1988_08
ORD IDord-5b9c88c351b54a55b8f8e3550258e9d6
Source noteuspto-grants-1988_08