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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589057Generated: October 31, 2026

Triphosgene → HCID 90408783, compound

https://huagongshe.com/reaction/589057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantHCID 90408833HCID 90408833—
SolventTetrahydrofuranHCID 8028—
SolventDiisopropylethylamineHCID 81531—
ProductHCID 90408783HCID 90408783—

Reaction Steps

Triphosgene (40 mg, 0.1 mmol) was added to the solution of 3-methyl-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazin-5-amine (90 mg, 0.4 mmol) in tetrahydrofuran (10 mL) and N,N-diisopropylethylamine (100 μL) at room temperature. The reaction was stirred for 1 h and was then partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated to give crude 4-methyl-4-pyridin-2-yl-4,5-dihydroimidazo[1,5,4-de][1,4]benzoxazin-2(1H)-one as a semisolid (0.10 g. 90%). LCMS calculated for C15H14N3O2 (M+H)+: m/z=268.1. found: 268.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227985B2
Source datasetuspto-grants-2016_01
ORD IDord-b20c8d3827ee469e91249c77b394e63d
Source noteuspto-grants-2016_01