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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655712Generated: October 25, 2026

Diphosgene → 2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro-

https://huagongshe.com/reaction/655712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphosgeneHCID 10426—
Reactant2-Amino-5-nitrobenzoic acidHCID 12032—
Solvent1,4-DioxaneHCID 31275—
Product2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro-HCID 20821—

Reaction Steps

To the mixture of 37 g of 2-amino-5-nitrobenzoic acid in 500 mL of dioxane, under stirring 24.5 mL of diphosgene was added dropwise. The mixture was heated under reflux conditions for 6 hours then it was evaporated to dryness. The residue was suspended in 100 mL of diethyl ether and filtered off to give 41.4 g of the title product as HCl salt, m.p.: 256-259° C. LC-MS: MH+ 209; Ret. time: 5 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071601B2
Source datasetuspto-grants-2011_12
ORD IDord-057aa17fda5d414494afbf4e55888408
Source noteuspto-grants-2011_12