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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 329711Generated: October 25, 2026

Methanol → methyl 6-chloro-3,4-dihydro-2-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylate

https://huagongshe.com/reaction/329711

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSulfuric AcidHCID 1118—
Reactant6-chloro-3,4-dihydro-2-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acidHCID 14517231—
Productmethyl 6-chloro-3,4-dihydro-2-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylateHCID 14517232—

Reaction Steps

A mixture of 10 g of 6-chloro-3,4-dihydro-2-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid, 150 ml of methanol and 5 ml of concentrated sulfuric acid is refluxed under heating with stirring for 40 hours, and then cooled. The precipitated crystals are collected by filtration, washed with methanol and dried to give 9.5 g of methyl 6-chloro-3,4-dihydro-2-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylate, melting at 186°-189° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04892872
Source datasetuspto-grants-1990_01
ORD IDord-8d512f9f3219429ea838104cdff9ba23
Source noteuspto-grants-1990_01