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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1938162Generated: November 1, 2026

Benzoic acid, 2-amino-5-iodo- → 6-iodo-2H-3,1-benzoxazine-2,4(1H)-dione

https://huagongshe.com/reaction/1938162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic acid, 2-amino-5-iodo-HCID 72911—
ReactantTriphosgeneHCID 94429—
SolventTetrahydrofuranHCID 8028—
Product6-iodo-2H-3,1-benzoxazine-2,4(1H)-dioneHCID 294480212.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

10 g (0.038 mol) of 5-iodoanthranilic acid were dissolved in 180 ml of THF, and 3.76 g (0.0127 mol) of bis(trichloromethyl) carbonate dissolved in 20 ml of THF were added. The mixture was then stirred at room temperature for 1 h and at 50° C. for 2 h. After cooling, the precipitate was filtered off with suction and dried. 7.8 g (71%) of 5-iodoisatoic anhydride were obtained as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05693637
Source datasetuspto-grants-1997_12
ORD IDord-e013c49352ad4b38ab306c601d7622d6
Source noteuspto-grants-1997_12