Acetic Anhydride → HCID 33730957, compound

HRID 1688068Notes

Reaction equation

HRID 1688068 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([C:6](=[O:13])[C:7](=[O:12])[NH:8]2)=[CH:4][CH:3]=1.C(OC(=O)C)(=[O:16])C>[O-2].[Cr+6].[O-2].[O-2]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](=[O:13])[O:12][C:7](=[O:16])[NH:8][C:9]=2[C:10]=1[Cl:11]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 167868026,7-Dichloro-1H-indole-2,3-dione

Product 1

HCID 33730957HCID 33730957, compound

Reagents, catalysts & solvents 1

HCID 10219390chromium (VI) trioxideCatalyst

Conditions

Temperature
90 °C

Procedure

To a mixture of 6,7-dichloro-1H-indole-2,3-dione (4.95 g) in 25 mL glacial acid and 25 mL acetic anhydride was added chromium (VI) oxide (3.9 g, 39 mmol) portionwise at 85° C. After addition, the mixture was stirred at 90° C. for 30 min. and cooled down to room temperature. Filtration provided a small amount of 7,8-dichloro-1H-benzo[d][1,3]oxazine-2,4-dione. Evaporation of the filtrate gave the majority of the product as a green solid containing chromium (III) oxide.

Workup

  1. additionAfter addition
  2. temperaturecooled down to room temperature
  3. filtrationFiltration

Sources & evidence

ORD record
ord-58df3849c1d44a75a70631eb3e087c22
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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