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

HRID 848800Notes

Reaction equation

HRID 848800 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: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

4

Reactant 3

HCID 1118Sulfuric AcidHCID 7054IsatinHCID 24412Potassium Persulfate

Product 1

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

Procedure

103 parts of isatin are introduced slowly into a solution of 190 parts of potassium peroxydisulfate in 1,300 parts of 90% strength sulfuric acid at from 0° C. to 10° C. The mixture is then stirred for 10-20 minutes, after which it is poured onto ice. The product is filtered off and dried, giving 110 parts of 2,3-dioxo-1,4-benzoxazine, of melting point 285° C. (with decomposition).

Workup

  1. additionafter which it is poured onto ice
  2. filtrationThe product is filtered off
  3. customdried

Sources & evidence

ORD record
ord-ba935f16cf0240789cf55d13bebccd72
Source dataset
uspto-grants-1981_10
Patent number
US04297491

Reaction notes

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