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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280375Generated: October 26, 2026

Hydrochloric Acid → N-tert-butyl-N-benzyl(3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetamide

https://huagongshe.com/reaction/280375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
ReactantN-(1,1-Dimethylethyl)benzenemethanamineHCID 76908—
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—
SolventDichloromethaneHCID 6344—
ProductN-tert-butyl-N-benzyl(3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetamideHCID 53873445—

Reaction Steps

A solution of (3-oxo-5H-thiazolo[2,3-b]quinazolin-2(3H)-ylidene)acetic acid (1.3 g, 5 mmols), triethylamine (1.5 ml, 0.01 mol), and N-(tert-butyl)benzylamine (0.93 ml, 5 mmols) in 10 ml dichloromethane, was cooled to 10° C. Then, 1.27 g (5 mmols) of N,N-bis(2-oxo-3-oxazolidinyl)phosphorodiamidic chloride was added, and the reaction mixture was stirred at room temperature for 20 hours. Following acidification with dilute hydrochloric acid, the reaction mixture was filtered and the organic layer was washed with water, dried over anhydrous magnesium sulfate, and evaporated to dryness under reduced pressure leaving an orange-yellow solid which was recrystallized from anhydrous ethanol. Yield--0.71 g. Mp 195°-197° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04588812
Source datasetuspto-grants-1986_05
ORD IDord-077e0e20d447473c971adce20585730c
Source noteuspto-grants-1986_05