Aniline → HCID 1547824, compound

HRID 1892024Notes

Reaction equation

HRID 1892024 reaction equation
[CH:1]1[CH:10]=[C:9]2[C:11]([O:13][C:14](=[O:15])[C:7]3=[C:8]2[C:3](=[C:4]([Br:16])[CH:5]=[CH:6]3)[CH:2]=1)=O.[NH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)(=O)C>[Br:16][C:4]1[CH:5]=[CH:6][C:7]2[C:14](=[O:15])[N:17]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:11](=[O:13])[C:9]3[C:8]=2[C:3]=1[CH:2]=[CH:1][CH:10]=3

Participants

4

Reactant 2

HCID 6115AnilineHCID 664931H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-bromo-

Product 1

HCID 1547824HCID 1547824, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 4-bromo-1,8-naphthalic anhydride (10 g), aniline (3.54 g) and acetic acid (75 ml) was refluxed with stirring for 10 hrs. The reaction mixture was then cooled to room temperature, whereupon solid separated out. The solid was filtered, washed with water (50 ml) followed by acetic acid (50 ml) and dried at 100° C. for 8 hours (Yield=10.8 gm).

Workup

  1. temperaturewas refluxed
  2. customseparated out
  3. filtrationThe solid was filtered
  4. washwashed with water (50 ml)
  5. customdried at 100° C. for 8 hours (Yield=10.8 gm)

Sources & evidence

ORD record
ord-eacbfc967e6a4217bf49d4a55bca4f5c
Source dataset
uspto-grants-2013_08
Patent number
US08507590B2

Reaction notes

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