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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 259225Generated: October 25, 2026

Salicylamide → 2,2-dimethyl-3,4-dihydro-2H-1,3-benzoxazin-4-one

https://huagongshe.com/reaction/259225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSalicylamideHCID 5147—
ReactantChloroformHCID 6212—
Reactant2-Methylbenzenesulfonic acid hydrateHCID 12496995—
SolventAcetoneHCID 180—
Product2,2-dimethyl-3,4-dihydro-2H-1,3-benzoxazin-4-oneHCID 717428—

Reaction Steps

A 500-ml flask was charged with 250 ml of chloroform, 27.4 g (0.2 mol) of salicylamide, 23.2 g (0.4 mol) of acetone and 2.7 g of toluene sulfonic acid monohydrate. The flask was equipped with a Soxhlet extraction vessel containing 36.7 g of molecular sieves (Linde Type 3A, 1/16 inch) in the thimble. The reaction mixture was refluxed for 24 hours. Then fresh sieves were placed in the Soxhlet and 10 g of acetone was added to the reaction mixture. Reflux was continued for 24 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04036960
Source datasetuspto-grants-1977_07
ORD IDord-b2ffb7e073fb4b8f88697099e8fecc7d
Source noteuspto-grants-1977_07