1H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-bromo- → HCID 22623954, compound

HRID 566985

Reaction equation

HRID 566985 reaction equation
Cl.[C:2]([O:6][NH2:7])([CH3:5])([CH3:4])[CH3:3].[CH:8]1[CH:17]=[C:16]2[C:18]([O:20][C:21](=O)[C:14]3=[C:15]2[C:10](=[C:11]([Br:23])[CH:12]=[CH:13]3)[CH:9]=1)=[O:19]>N1C=CC=CC=1>[Br:23][C:11]1[CH:12]=[CH:13][C:14]2[C:21](=[O:20])[N:7]([O:6][C:2]([CH3:5])([CH3:4])[CH3:3])[C:18](=[O:19])[C:16]3[C:15]=2[C:10]=1[CH:9]=[CH:8][CH:17]=3

Participants

4

Reactant 2

HCID 664931H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-bromo-HCID 2777906O-tert-butylhydroxylamine hydrochloride

Product 1

HCID 22623954HCID 22623954, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

O-tert-Butylhydroxylamine hydrochloride (3.0 g, 23.9 mmol) was added to 4-bromo-1,8-naphthalic anhydride (5.0 g, 18.0 mmol) in pyridine (30.0 mL). the mixture was refluxed for 4 hours, concentrated, and the residue suspended in water. The solid was filtered and dried to give 5.9 g of the title compound.

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. concentrationconcentrated
  3. filtrationThe solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-364c6e9525434b1c8d95569974d108dd
Source dataset
uspto-grants-2001_01
Patent number
US06177423B1

Linked notes

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