m-Chloroperbenzoic acid → HCID 10400708, compound

HRID 2371415Notes

Reaction equation

HRID 2371415 reaction equation
[O:1]=[C:2]1[CH2:7][S:6][C:5]2[S:8][C:9]([S:11](=[O:14])(=[O:13])[NH2:12])=[CH:10][C:4]=2[NH:3]1.ClC1C=C(C=CC=1)C(OO)=[O:20]>C(OCC)(=O)C.C(O)C>[O:1]=[C:2]1[CH2:7][S:6](=[O:20])[C:5]2[S:8][C:9]([S:11](=[O:13])(=[O:14])[NH2:12])=[CH:10][C:4]=2[NH:3]1

Participants

5

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 10399861HCID 10399861, compound

Product 1

HCID 10400708HCID 10400708, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 2,3-dihydro-2-oxo-6-sulfamoyl-1H-thieno[2,3-b][1,4]thiazine (0.25 g, 1 mmol) in ethyl acetate (8 ml) and ethanol (8 ml) was added 3-chloroperoxybenzoic acid (0.43 g, 80-85% pure, 2 mmol). The reaction mixture was stirred overnight and the resulting solid collected, triturated with hot ethyl acetate and dried to give 0.25 g, 2,3-dihydro-2,4-dioxo-6-sulfamoyl-1H-thieno[2,3-b][1,4]thiazine, mp 222°-223° C.

Workup

  1. customthe resulting solid collected
  2. customtriturated with hot ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-e1f82a84eb04444596373dd22f7d820e
Source dataset
uspto-grants-1992_03
Patent number
US05093332

Reaction notes

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