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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448530Generated: October 27, 2026

Ethyl Acetate → Ethyl (2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-carbamate

https://huagongshe.com/reaction/448530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantHeptaneHCID 8900—
ReactantEthyl chloroformateHCID 10928—
Reactant6-amino-2,2,7-trifluoro-4-(prop-2-ynyl)-2H-benzo[b][1,4]oxazin-3(4H)-oneHCID 86669537—
SolventTolueneHCID 1140—
ProductEthyl (2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-carbamateHCID 8729355440.6%

Reaction Steps

A mixture of 6-amino-2,2,7-trifluoro-4-(prop-2-ynyl)-2Hbenzo[b][1,4]oxazin-3(4H)-one (2.0 g, 7.8 mmol) and ethyl chloroformate (1.14 g, 10.5 mmol) in dry toluene was heated to reflux for 2 hours. The mixture was evaporated to dryness to obtain a brown solid. Column chromatography (silica, EtOAc: heptane, 1:3) gave the product (1.04 g), which was used without further purification in the next step 1.8a.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481723B2
Source datasetuspto-grants-2013_07
ORD IDord-67bd012e7d60467aae6b1b2353a08e25
Source noteuspto-grants-2013_07