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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1069813Generated: October 29, 2026

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

https://huagongshe.com/reaction/1069813

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 numberUS06252104B1
Source datasetuspto-grants-2001_06
ORD IDord-7c2cec3f21134bee9757be832d870f87
Source noteuspto-grants-2001_06