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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17291Generated: October 29, 2026

Tetrahydrofuran → 7-Bromo-6-iodo-8-methoxy-5-methyl-1H-benzo[d][1,3]oxazine-2,4-dione

https://huagongshe.com/reaction/17291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant2-Amino-4-bromo-5-iodo-3-methoxy-6-methylbenzoic AcidHCID 86097475—
Product7-Bromo-6-iodo-8-methoxy-5-methyl-1H-benzo[d][1,3]oxazine-2,4-dioneHCID 86630807—

Reaction Conditions

Temperature40 °C

Reaction Steps

According to the same method as in Reference Example 31, 2-amino-4-bromo-5-iodo-3-methoxy-6-methylbenzoic acid (I-4) (3.42 g, 8.86 mmol) and bis(trichloromethyl) carbamate (893 mg, 3.01 mmol) were dissolved in dewatered tetrahydrofuran (70 ml) under nitrogen atmosphere, followed by stirring at 40° C. for 1 hour. The reaction liquid was concentrated under reduced pressure to obtain the entitled compound (3.89 g, quant.) as a pale brown solid. Not further purified, this was used in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-e6864ecd40904878b728d64c6b38f328
Source noteuspto-grants-2010_06