Aniline → HCID 178466652, compound

HRID 1595944Notes

Reaction equation

HRID 1595944 reaction equation
C(C1C2C(=CC=CC=2)C(C([O:16][C:17]([C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22]([C:29](=[O:31])[CH3:30])=[CH:21][CH:20]=2)=O)=O)=CC=1)(=O)C.[NH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C(O)(=O)C>[C:33]1([N:32]=[C:17]([C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:22]([C:29](=[O:31])[CH3:30])=[CH:21][CH:20]=2)[OH:16])[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 86583617HCID 86583617, compound

Product 1

HCID 178466652HCID 178466652, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The method consists of a first synthesis stage, in which a mixture of 4-acetylnaphthalic anhydride, aniline, and glacial acetic acid is heated under reflux, the reaction mixture is cooled, the precipitated gray crystals are separated by filtration, treated with hydrochloric acid solution, then with hot sodium carbonate solution, and recrystallized from acetic acid. Acetyl derivative, the 4-acetylnaphthalic acid phenylimide is obtained.

Workup

  1. customThe method consists of a first synthesis stage, in which
  2. temperatureis heated
  3. temperatureunder reflux
  4. temperaturethe reaction mixture is cooled
  5. customthe precipitated gray crystals are separated by filtration
  6. additiontreated with hydrochloric acid solution
  7. customwith hot sodium carbonate solution, and recrystallized from acetic acid

Sources & evidence

ORD record
ord-f85fb0b8bd20407ba31f3d319a7c6f93
Source dataset
uspto-grants-2001_09
Patent number
US06288232B1

Reaction notes

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