Acetic Acid → HCID 13088162, compound

HRID 1892022Notes

Reaction equation

HRID 1892022 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][C:21]([CH3:24])=[CH:20][CH:19]=1.C(O)(=O)C>O>[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][C:21]([CH3:24])=[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

5

Reactant 3

HCID 176Acetic AcidHCID 7813p-ToluidineHCID 664931H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-bromo-

Product 1

HCID 13088162HCID 13088162, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-Bromo 1,8 naphthalic anhydride (10 g), p-toluidine (4.08 g) and acetic acid (75 ml) was refluxed with stirring for 10 hours. Water (200 ml) was added at room temperature, the separated solid was filtered, washed with acetic acid followed by water and dried at 100° C. for 8 hours to yield 11.5 g of the product.

Workup

  1. temperaturewas refluxed
  2. filtrationthe separated solid was filtered
  3. washwashed with acetic acid
  4. customdried at 100° C. for 8 hours

Sources & evidence

ORD record
ord-82e108d360ac4408981804554d338146
Source dataset
uspto-grants-2013_08
Patent number
US08507590B2

Reaction notes

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