HCID 20329315, compound → HCID 20329352, compound

HRID 2163298Notes

Reaction equation

HRID 2163298 reaction equation
[CH3:1][C:2]1[N:6]2[C:7]3[CH:22]=[CH:21][C:20]([S:23][CH3:24])=[CH:19][C:8]=3[N:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:10](=[O:12])[CH2:11][C:5]2=[N:4][N:3]=1.I([O-])(=O)(=O)=[O:26].[Na+]>CO>[CH3:1][C:2]1[N:6]2[C:7]3[CH:22]=[CH:21][C:20]([S:23]([CH3:24])=[O:26])=[CH:19][C:8]=3[N:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:10](=[O:12])[CH2:11][C:5]2=[N:4][N:3]=1

Participants

4

Reactant 2

HCID 20329315HCID 20329315, compoundHCID 23667635Sodium periodate

Product 1

HCID 20329352HCID 20329352, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.36 g of 1-methyl-8-(methylthio)-6-phenyl-4-H-s-triazolo[4,3-a][1,5]benzodiazepin-5-one 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 silica gel (20-1000μ 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 silica gel (20-1000μ 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-e2168fd9f8b348d7ba24f13158e0198b
Source dataset
uspto-grants-1979_01
Patent number
US04133809

Reaction notes

Loading…