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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907381Generated: October 30, 2026

Water → Ethyl 2-[(E)-2-(2-quinolinyl)ethenyl]-1,3-thiazole-4-carboxylate

https://huagongshe.com/reaction/907381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantDiethyl 2-quinolinylmethylphosphonateHCID 11011347—
ReactantEthyl 2-formyl-1,3-thiazole-4-carboxylateHCID 11355896—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 2-[(E)-2-(2-quinolinyl)ethenyl]-1,3-thiazole-4-carboxylateHCID 42611537—

Reaction Steps

Diethyl 2-quinolinylmethylphosphonate (0.580 g, 2.08 mmol; see Preparation 13(i) above) was dissolved in anhydrous THF (2 mL), NaH (0.273 g, 11 mmol) was then added in small portions and the resulting solution allowed to stir for 10 min. Ethyl 2-formyl-1,3-thiazole-4-carboxylate (0.387 g, 2.08 mmol; see step (v) above) in anhydrous THF (3 mL) was added dropwise and the solution allowed to stir for 16 h. Water (5 mL) was then added (dropwise initially), during which time the sub-title compound precipitated as a light brown/yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012967B2
Source datasetuspto-grants-2011_09
ORD IDord-633bdbb05e2b4b42881bc7135d4072e8
Source noteuspto-grants-2011_09