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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65675Generated: October 26, 2026

Ethanol → 2,3,8,9-Tetrahydro-5-(4-methoxy-2,3-dimethylphenyl)-9-[(4-methoxy-2,3-dimethylphenyl)-methylene]-5H,6H-pyrano[4,3-d]thiazolo[3,2-a]pyrimidine

https://huagongshe.com/reaction/65675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant4,5-Dihydro-2-thiazolamineHCID 15689—
ReactantTetrahydro-3,5-bis[(4-methoxy-2,3-dimethylphenyl)methylene]-4H-pyran-4-oneHCID 54006504—
SolventChloroformHCID 6212—
Product2,3,8,9-Tetrahydro-5-(4-methoxy-2,3-dimethylphenyl)-9-[(4-methoxy-2,3-dimethylphenyl)-methylene]-5H,6H-pyrano[4,3-d]thiazolo[3,2-a]pyrimidineHCID 2178668174.5%

Reaction Steps

A stirred solution of tetrahydro-3,5-bis[(4-methoxy-2,3-dimethylphenyl)methylene]-4H-pyran-4-one (3.0 g, 7.6 mmole) and 2-amino-2-thiazoline (1.0 g, 9.7 mmole) in 75 ml of CHCl3 is heated at reflux temperature for 72 hours. After cooling, the solution is filtered to remove a small amount of insoluble material. The solvent is evaporated to give an oily residue. Trituration with warm EtOH yields 2.7 g of a yellow solid, m.p. 226°-228° d. Crystallization from 15 ml of DMF gives 2.3 g (63%) of cream colored product, m.p. 235°-237°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04128648
Source datasetuspto-grants-1978_12
ORD IDord-0216767bb51d4822929f14d5e9fea3a9
Source noteuspto-grants-1978_12