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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 441713Generated: October 29, 2026

Carbon Disulfide → 2-Methyl-9,10-dihydro-benzo[5,6]cyclohepta[1,2-d]oxazol-4-one

https://huagongshe.com/reaction/441713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon DisulfideHCID 6348—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant2-Methyl-5-(2-phenylethyl)-1,3-oxazole-4-carbonyl chlorideHCID 21417733—
SolventEthyl AcetateHCID 8857—
Product2-Methyl-9,10-dihydro-benzo[5,6]cyclohepta[1,2-d]oxazol-4-oneHCID 12200374—

Reaction Steps

1.0 g. of 2-methyl-5-phenethyl-4-oxazolecarbonyl chloride (obtainable by Step D, above) in 15 ml. of carbon disulfide, 2.5 g. of anhydrous aluminum chloride added, and the mixture refluxed for 1 hour. The mixture is then cooled, poured on to ice, and extracted twice with 10 ml. portions of chloroform. The extracts are combined, dried over anhydrous sodium sulfate and evaporated (under vacuum) to obtain a solid residue, which is recyrstallized from ethyl acetate to obtain the title compound, m.p. 174°-176°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04042596
Source datasetuspto-grants-1977_08
ORD IDord-180950944dca4300a9b9ddc596ec1bbd
Source noteuspto-grants-1977_08