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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074037Generated: October 26, 2026

Sodium ethoxide → Diethyl 5-allylthio-2-dimethylamino-2,4-hexadienedioate

https://huagongshe.com/reaction/1074037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
ReactantEthyl [(prop-2-en-1-yl)sulfanyl]acetateHCID 12717294—
ReactantN-(dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborateHCID 86743575—
ReactantDiethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioateHCID 86743580—
SolventEthanolHCID 702—
ProductDiethyl 5-allylthio-2-dimethylamino-2,4-hexadienedioateHCID 5434555584.6%

Reaction Steps

The procedure is as in Example 2 for the preparation of diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate, starting with N-(3-dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (5.5 g), a 2M ethanolic solution of sodium ethylate (9.7 cc) and ethyl (allylthio)acetate (3.1 g) in ethanol (31 cc). Diethyl 5-allylthio-2-dimethylamino-2,4-hexadienedioate (5.1 g) is thereby obtained, and is used in the crude state in the subsequent phases.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04971979
Source datasetuspto-grants-1990_11
ORD IDord-b30fc5e814de4f9f905fe53b0f0d7512
Source noteuspto-grants-1990_11