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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1957795Generated: November 1, 2026

N-methyl-2-pyrrolidone → 2-Hydroxy-3,6-bis(2,5-dimethoxy-4-benzoylaminophenylaminocarbonyl)naphthalene

https://huagongshe.com/reaction/1957795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant4-Benzoylamino-2,5-dimethoxyanilineHCID 80442—
ReactantHCID 18551881HCID 18551881—
SolventTolueneHCID 1140—
Product2-Hydroxy-3,6-bis(2,5-dimethoxy-4-benzoylaminophenylaminocarbonyl)naphthaleneHCID 2119198181.9%

Reaction Conditions

Temperature25 °C

Reaction Steps

2,5-Dimethoxy-4-benzoylaminoaniline (16.6 g), N-methyl-2-pyrrolidone (111.2 g) and toluene (30.1 g) were dissolved at room temperature and the acid chloride (5.5 g) obtained in Example 6 was gradually added, and then the mixture was amidated according to Example 8. After the reaction solution was cooled to 25° C. and filtered, toluene was distilled off under reduced pressure. Then, the solution was crystallized by using methanol (377.2 g). The resultant product was subjected to reflux washing using methanol (250.0 g) for 1 hour, filtered and then dried to obtain 12.4 g of 2-hydroxy-3,6-bis(2,5-dimethoxy-4-benzoylaminophenyl-aminocarbonyl)naphthalene as a dull yellow powdered crystal (DSC analysis value: 327.4° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05786523
Source datasetuspto-grants-1998_07
ORD IDord-0d0f00ade38343878f8aaf3437fdbd36
Source noteuspto-grants-1998_07