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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478691Generated: October 31, 2026

Methyl iodide → 6-Methoxy-3,3,14-trimethyl-13-nitro-3,14-dihydro-7H-benzo[b]pyrano-[3,2-h]acridin-7-one

https://huagongshe.com/reaction/478691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-Methoxy-3,3-dimethyl-13-nitro-3,14-dihydro-7H-benzo[b]pyrano[3,2-h]-acridin-7-oneHCID 22064519—
SolventDimethylformamideHCID 6228—
Product6-Methoxy-3,3,14-trimethyl-13-nitro-3,14-dihydro-7H-benzo[b]pyrano-[3,2-h]acridin-7-oneHCID 22064528—

Reaction Steps

To a solution of 300 mg of the compound obtained in Step 5 in 30 ml of dimethylformamide there are added 1.48 g of sodium hydride and then 1.8 ml of iodomethane. The reaction mixture is refluxed, under argon, for 3 days, and is then slowly hydrolysed by the addition of ice. The precipitate formed is filtered off and then dried and is chromatographed over silica gel (dichloromethane/methanol: gradient from 0.1 to 0.5%), allowing the expected product to be isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642248B2
Source datasetuspto-grants-2003_11
ORD IDord-c03da2a3f2bb46ac9e97cc25fae4c1f9
Source noteuspto-grants-2003_11