Sodium Pyrosulfite → HCID 178458740, compound

HRID 128709Notes

Reaction equation

HRID 128709 reaction equation
[NH:1]1[C:5]([NH:6][C:7]([C:9]2[S:17][C:16]3[CH2:15][CH2:14][S:13](=[O:18])[CH2:12][C:11]=3[C:10]=2[O:19][CH:20]([CH3:22])[CH3:21])=[O:8])=[N:4][N:3]=[N:2]1.S(S([O-])=O)([O-])(=O)=[O:24].[Na+].[Na+]>C(O)(=O)C.OO>[NH:1]1[C:5]([NH:6][C:7]([C:9]2[S:17][C:16]3[CH2:15][CH2:14][S:13](=[O:24])(=[O:18])[CH2:12][C:11]=3[C:10]=2[O:19][CH:20]([CH3:22])[CH3:21])=[O:8])=[N:4][N:3]=[N:2]1

Participants

5

Reactant 2

HCID 656671Sodium PyrosulfiteHCID 178458739HCID 178458739, compound

Product 1

HCID 178458740HCID 178458740, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 784Hydrogen PeroxideSolvent

Procedure

To a stirred solution of 0.2 g (0.59 mmol) of 3-isopropoxy-5-oxo-6,7-dihydro-4H-thieno[3,2-c]thiopyran-2-carboxylic acid (1H-tetrazol-5-yl)amide (from Example 5) in 15 mL of glacial acetic acid was added in one portion 0.19 g of 31.5% aqueous hydrogen peroxide. The reaction mixture stood at 24° C. for 3 days, and then was treated with 10% aqueous sodium metabisulfite. The solvent was removed by evaporation under reduced pressure to give a solid residue. The solid was crystallized from 20 mL of ethylacetate and 1 mL of water to provide 0.115 g of 3-isopropoxy-5,5-dioxo-6,7-dihydro-4H-thieno[3,2-c]thiopyran-2-carboxylic acid (1H-tetrazol-5-yl) amide, mp 230°-232° C.

Workup

  1. customThe solvent was removed by evaporation under reduced pressure
  2. customto give a solid residue
  3. customThe solid was crystallized from 20 mL of ethylacetate and 1 mL of water

Sources & evidence

ORD record
ord-a6b35866d3bf4dea8aa576c14b028c94
Source dataset
uspto-grants-1995_11
Patent number
US05464855

Reaction notes

Loading…