Sodium periodate → HCID 20373041, compound

HRID 1834375Notes

Reaction equation

HRID 1834375 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[CH:5][C:6]2[N:12]3[C:13](=[O:16])[N:14]=[N:15][C:11]3=[CH:10][C:9](=[O:17])[N:8]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:7]=2[CH:24]=1.I([O-])(=O)(=O)=[O:26].[Na+]>CO>[CH3:1][S:2]([C:3]1[CH:4]=[CH:5][C:6]2[N:12]3[C:13](=[O:16])[N:14]=[N:15][C:11]3=[CH:10][C:9](=[O:17])[N:8]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:7]=2[CH:24]=1)=[O:26]

Participants

4

Reactant 2

HCID 23667635Sodium periodateHCID 70622601HCID 70622601, compound

Product 1

HCID 20373041HCID 20373041, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.22 g of 8-(methylthio)-6-phenyl-1H-s-triazolo [4,3-a][1,5]benzodiazepine-1,5-dione and 2.14 g of sodium metaperiodate in 500 ml methanol is stirred at +5° C for 24 hours. The reaction is evaporated; the residue dissolved in methylene chloride, washed with water, dried and concentrated. The concentrate is chromatographed on twenty silica gel (1000μ plates, 20 × 20 cm) using acetone-methanol (9:1) as eluting solvent. The band containing the product is removed, stirred with acetone-methanol (4:1) and the silica gel filtered off. The filtrate is evaporated to give the title compound.

Workup

  1. customThe reaction is evaporated
  2. dissolutionthe residue dissolved in methylene chloride
  3. washwashed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe concentrate is chromatographed on twenty silica gel (1000μ plates, 20 × 20 cm)
  7. washas eluting solvent
  8. additionThe band containing the product
  9. customis removed
  10. filtrationthe silica gel filtered off
  11. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-27731ba2e2ec42218074d99d4a9953ce
Source dataset
uspto-grants-1978_01
Patent number
US04070355

Reaction notes

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