Sulfuric Acid → 2H-1,4-Benzoxazine-2,3(4H)-dione

HRID 848801Notes

Reaction equation

HRID 848801 reaction equation
[NH:1]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[C:2]1=[O:3].S(OOS([O-])(=O)=O)([O-])(=O)=[O:13].[K+].[K+].S(=O)(=O)(O)O>O>[O:5]=[C:4]1[C:2](=[O:3])[NH:1][C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[O:13]1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 7054IsatinHCID 24412Potassium Persulfate

Product 1

HCID 771482H-1,4-Benzoxazine-2,3(4H)-dione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

14.7 parts of isatin are introduced into a suspension of 29 parts of potassium peroxydisulfate in 280 parts of 30% strength sulfuric acid at room temperature. The reaction mixture is then stirred for 24 hours without cooling, after which it is poured into water. The product is filtered off and dried, giving 11 parts of 2,3-dioxo-1,4-benzoxazine, of melting point 279°-283° C. (with decomposition).

Workup

  1. temperaturewithout cooling
  2. filtrationThe product is filtered off
  3. customdried

Sources & evidence

ORD record
ord-e94cec18132e433c848316eeaca398cb
Source dataset
uspto-grants-1981_10
Patent number
US04297491

Reaction notes

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