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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361443Generated: November 2, 2026

Isatoic Anhydride → HCID 59375063, compound

https://huagongshe.com/reaction/2361443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsatoic AnhydrideHCID 8359—
ReactantTrimethyl orthoformateHCID 9005—
Reactant3-Bromo-o-toluidineHCID 123538—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59375063HCID 5937506336.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1H-benzo[d][1,3]oxazine-2,4-dione (200 mg, 1.226 mmol), 3-bromo-2-methylaniline (228 mg, 1.226 mmol), and trimethoxymethane (390 mg, 3.68 mmol) in THF (2 mL) was heated overnight in a sealed tube at 100° C. The mixture was cooled to room temperature and concentrated, and the residue was purified by column chromatography, eluting with EtOAc-hexane (gradient from 10:90 to 50:50) to provide the desired product (140 mg, 36% yield). LCMS (M+H)+ m/z 315, 317.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685969B2
Source datasetuspto-grants-2014_04
ORD IDord-c405c12c0fa54e5b9c67a5f59fb7e305
Source noteuspto-grants-2014_04