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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68672Generated: October 26, 2026

4-Nitroanthranilic acid → 4-Nitro-isatoic anhydride

https://huagongshe.com/reaction/68672

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitroanthranilic acidHCID 12076—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
SolventTetrahydrofuranHCID 8028—
Product4-Nitro-isatoic anhydrideHCID 282089—

Reaction Conditions

Temperature10 °C

Reaction Steps

Into a 1000-mL 4-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-amino-4-nitrobenzoic acid (54.6 g, 300.00 mmol, 1.00 equiv) in tetrahydrofuran (500 mL), di(1H-imidazol-1-yl)methanone (58.32 g, 360.00 mmol). The resulting solution was stirred for 2 h at 10° C. The solids were collected by filtration to yield 7-nitro-1H-benzo[d][1,3]oxazine-2,4-dione as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822447B2
Source datasetuspto-grants-2014_09
ORD IDord-2a336b5a78e244af99491d07f9fe4946
Source noteuspto-grants-2014_09