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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280373Generated: October 26, 2026

Phenol → (3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetic Acid Phenyl Ester

https://huagongshe.com/reaction/280373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
ReactantN,N-bis(2-oxo-3-oxazolidinyl)phosphorodiamidic chlorideHCID 21249497—
Reactant(3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetic acidHCID 54200705—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product(3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetic Acid Phenyl EsterHCID 54508713—

Reaction Steps

A solution of 1.30 g (5 mmols) (3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetic acid, 1.27 g (5 mmols) N,N-bis(2-oxo-3-oxazolidinyl)phosphorodiamidic chloride, 0.49 g (5.2 mmols) phenol, and 1.10 g (10 mmols) triethylamine, in 10 ml dichloromethane was stirred at room temperature, under nitrogen atmosphere for 18 hours. Then, 10 ml of water (made slightly basic with sodium bicarbonate) were added. The precipitate was filtered of and the filtrate was dried over anhydrous magnesium sulfate, and evaporated to dryness under reduced pressure. The residual orange-yellow solid was recrystallized from anhydrous ethanol. Yield--0.62 g. Mp 194°-195° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04588812
Source datasetuspto-grants-1986_05
ORD IDord-9bc3fb30f72f49fa81b82afc6e70df78
Source noteuspto-grants-1986_05