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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669392Generated: November 1, 2026

Dimethyl Sulfate → HCID 67347512, compound

https://huagongshe.com/reaction/1669392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantHexamethylphosphoramideHCID 12679—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67346190HCID 67346190—
SolventWaterHCID 962—
ProductHCID 67347512HCID 67347512—

Reaction Steps

To a mixture of 0.55 g of 1-methyl-4-hydroxy-3-[3-[3-[(methoxycarbonyl)methoxy]phenyl]-1-oxo-2-propenyl]-2(1H)-quinolinone and 5 ml of hexamethylphosphoramide was added 67 mg of sodium hydride (60% oily) under ice-cooling. After stirred at room temperature for 1 hour, 0.2 ml of dimethyl sulfate was added, and this was stirred at room temperature for 3 hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. After dried over anhydrous sodium sulfate, the extract was concentrated under reduced pressure, and the resulting residue was subjected to silica column gel chromatography to obtain 0.21 g of 1-methyl-4-methoxy-3-[3-[3-[(methoxycarbonyl)methoxy]phenyl]-1-oxo-2-propenyl]-2(1H)-quinolinone [Compound No. (60e)] as a yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989478B2
Source datasetuspto-grants-2011_08
ORD IDord-51b929a200f14b888335823aac8801de
Source noteuspto-grants-2011_08