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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 4-Benzoylamino-2,5-dimethoxyaniline | HCID 80442 | — |
| Reactant | HCID 18551881 | HCID 18551881 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Hydroxy-3,6-bis(2,5-dimethoxy-4-benzoylaminophenylaminocarbonyl)naphthalene | HCID 21191981 | 81.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06252104B1 |
|---|
| Source dataset | uspto-grants-2001_06 |
|---|
| ORD ID | ord-7c2cec3f21134bee9757be832d870f87 |
|---|
| Source note | uspto-grants-2001_06 |
|---|