Hydrogen Peroxide → HCID 14988433, compound

HRID 1031916Notes

Reaction equation

HRID 1031916 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[O:9][CH2:8][CH2:7][N:6]3C(=O)[C:11](=[O:14])[C:12]([CH:13]=1)=[C:5]23.[OH-:16].[Na+].OO>O>[Cl:1][C:2]1[CH:3]=[C:4]2[O:9][CH2:8][CH2:7][NH:6][C:5]2=[C:12]([C:11]([OH:14])=[O:16])[CH:13]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 13575836HCID 13575836, compound

Product 1

HCID 14988433HCID 14988433, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred suspension of 8-chloro-2,3-dihydropyrrolo[1,2,3-de]-1,4-benzoxazine-5,6-dione (4.47 g) in water (50 ml) was added 2 N sodium hydroxide solution (30 ml), and the mixture was stirred to a solution. 30% hydrogen peroxide solution (20 ml) was added and stirred for an hour, insoluble material was filtered off and then acidified with concentrated hydrochloric acid. The yellow precipitate was collected by filtration, washed with water and dried to yield 3.44 g (80.5%) of the title compound. The compound was recrystallized from benzene (75 ml) to give pale yellow prisms, mp 209°-210° C.

Workup

  1. stirringstirred for an hour
  2. filtrationinsoluble material was filtered off
  3. filtrationThe yellow precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-0ac50860efe54168ac7f74183f1f5c45
Source dataset
uspto-grants-1990_09
Patent number
US04956372

Reaction notes

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