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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650702Generated: October 30, 2026

Sodium Carbonate → 5-Methoxy-2-(3-pyridyl)-oxazole

https://huagongshe.com/reaction/1650702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhosphorus oxide (P4O10)HCID 14812—
ReactantGlycine, N-(3-pyridinylcarbonyl)-, methyl esterHCID 521804—
ReactantDiethyl ether methanolHCID 21864698—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
Product5-Methoxy-2-(3-pyridyl)-oxazoleHCID 19612509—

Reaction Steps

A solution of 19.0 g (0.100 mol) of 77 in 300 ml of dry chloroform was refluxed under vigorous stirring with 40 g of P2O5 for 24 h. The mixture was filtered after cooling. The filtrate was evaporated in vacuo leaving a red oil. The precipitate was dissolved in water at 0°-5° C. and the aqueous solution made basic with sodium carbonate. Extraction with 3×200 ml of dichloromethane, drying of the combined organic phases over magnesium sulphate, and removal of the solvent in vacuo gave a red oil which was combined with the above mentioned oil obtained from the chloroform phase. The oil was applied to a silica gel column (eluent; methanol/ether=1/19) giving a colorless oil, 78. Yield: 5.9 g (0.034 mol, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04925858
Source datasetuspto-grants-1990_05
ORD IDord-90ac642a6adb418b88a8b5e2a6cba3b3
Source noteuspto-grants-1990_05