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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 464629Generated: October 29, 2026

Pyridine → Methyl 5-sulfanylidenepyrrolidine-3-carboxylate

https://huagongshe.com/reaction/464629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhosphorus sulfide (P2S5)HCID 14817—
Reactant5-Oxo-pyrrolidine-3-carboxylic acid methyl esterHCID 13118117—
SolventTolueneHCID 1140—
ProductMethyl 5-sulfanylidenepyrrolidine-3-carboxylateHCID 13118118—

Reaction Steps

10 g of 4-methoxycarbonyl-pyrrolidine-2-one II (prepared as described in P. L. Paytash, E. Sparrow and I. C. Gathe, J. Am. Chem. Soc. 72, 1415 (1950)) were dissolved in 170 ml of absolute toluene under the influence of heat. 16.7 g of P4S10 ×4 pyridine (Riedel de Haen, Hanover, West Germany) and 42 g of kieselguhr (as a filtration aid) were then added in succession. The mixture was subsequently warmed at 90°-100° C. for 3 hours, while stirring and under nitrogen as an inert gas. The solid was then filtered off with suction and the residue on the filter was rinsed with hot toluene. The filtrate was concentrated in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04548936
Source datasetuspto-grants-1985_10
ORD IDord-1822b2fc8fe14a4c9b566905c18d4794
Source noteuspto-grants-1985_10