Water → HCID 86756247, compound

HRID 278983Notes

Reaction equation

HRID 278983 reaction equation
[OH2:1].O.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].[C:14]([O:17][C:18](=[O:20])[CH3:19])(=[O:16])[CH3:15].[C:21]([NH:24][C:25]1[CH:35]=[C:34]([Cl:36])[C:33]2[C:37]3C=1CC[C:29]=3[CH:30]=[CH:31][C:32]=2[Cl:38])(=[O:23])[CH3:22].O>C(O)(=O)C>[C:21]([NH:24][C:25]1[CH:35]=[C:34]([Cl:36])[C:33]2[C:37](=[CH:29][CH:30]=[CH:31][C:32]=2[Cl:38])[C:15]=1[C:14]([O:17][C:18]([C:19]1[C:37]2[C:33](=[C:32]([Cl:38])[CH:31]=[CH:30][CH:29]=2)[C:34]([Cl:36])=[CH:35][C:25]=1[NH:24][C:21](=[O:23])[CH3:22])=[O:20])=[O:16])(=[O:1])[CH3:22]

Participants

6

Reactant 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 108005Sodium dichromate dihydrateHCID 22623959HCID 22623959, compound

Product 1

HCID 86756247HCID 86756247, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A suspension of sodium dichromate dihydrate (7.5 g, 25 mmol) in 50 mL of acetic acid was heated to reflux and treated with acetic anhydride (6.6 g, 65 mmol). The reaction was stirred at reflux and treated portionwise with 3-acetylamino-5,6-dichloroacenapthene (1.4 g, 5.0 mmol, from Example E4). The reaction was refluxed for 5 hours, cooled to room temperature and poured into a mixture of ice and water. The resulting precipitate was removed by filtration, washed with water and dried in vacuo to give 1.2 g of the title compound.

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureat reflux
  4. temperatureThe reaction was refluxed for 5 hours
  5. customThe resulting precipitate was removed by filtration
  6. washwashed with water
  7. customdried in vacuo

Sources & evidence

ORD record
ord-fc3bcd88fdc342aea86583c351a57db4
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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