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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1057217Generated: November 2, 2026

Sulfuric Acid → HCID 66664925, compound

https://huagongshe.com/reaction/1057217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium ChlorideHCID 5234—
ReactantMethylamineHCID 6329—
ReactantSodium SulfateHCID 24436—
ReactantSodium DichromateHCID 25408—
Reactant1,4-Naphthalenedione, 5,8-dimethoxy-HCID 334361—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 66664925HCID 66664925—

Reaction Steps

0.45 mM 5,8-dimethoxy-1,4-naphthoquinone (4) which had been prepared above was dissolved in 30 ml of methanol in 100 ml one-neck round flask and then, 0.687 mmol methylamine was added thereto and stirred at room temperature for 3 hours 0.64 mM sodium dichromate and 0.18 mM sulfuric acid dissolved in water were slowly dropped to the reaction mixture and stirred at room temperature for 3 minutes. Then, 50 ml of saturated sodium chloride was added to the reaction mixture, followed by extraction three times with 50 ml of chloroform and obtained organic layers were gathered and dehydrated with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and the residue was subjected to silicagel column chromatography, thereby producing 2-methylamino-5,8-dimethoxy-1,4-naphthoquinone that was reddish brown. The yield and properties of the synthesized compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09400281B2
Source datasetuspto-grants-2016_07
ORD IDord-f7b7233680814e57873755d1e7a00aaa
Source noteuspto-grants-2016_07