HCID 57942668, compound → HCID 57942870, compound

HRID 1438153Notes

Reaction equation

HRID 1438153 reaction equation
[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][C:7]=1[C:15]1[N:16]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH:17]=[CH:18][CH:19]=1)(=[O:5])=[O:4])[CH3:2]>C(O)C.Cl.[Pt]=O>[NH2:12][C:9]1[CH:10]=[CH:11][C:6]([S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[C:7]([CH:15]2[CH2:19][CH2:18][CH2:17][N:16]2[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH:8]=1

Participants

5

Reactant 1

HCID 57942668HCID 57942668, compound

Product 1

HCID 57942870HCID 57942870, compound

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

To platinum oxide (1.0 g) was added 100C in ethanol (70 mL) and hydrogen chloride (0.6 ml) under nitrogen. The reaction was placed under hydrogen (40 psi). After 3 h the reaction was half done, the catalyst was filtered and the solvent was removed. Fresh platinum oxide was added (1.0 g) and the reaction was stirred under hydrogen (40 psi) for 2 h. The catalyst was filtered over celite and washed with ethanol. The filtrate was neutralized with diethylamine. The solvent was evaporated and the crude residue was redissolved in dichloromethane. The organic layer was washed with water, brine and dried over sodium sulfate. The solvent was removed and the crude product was dried under vacuum to give a white solid 100D (2.0 g).

Workup

  1. filtrationthe catalyst was filtered
  2. customthe solvent was removed
  3. additionFresh platinum oxide was added (1.0 g)
  4. filtrationThe catalyst was filtered over celite
  5. washwashed with ethanol
  6. customThe solvent was evaporated
  7. dissolutionthe crude residue was redissolved in dichloromethane
  8. washThe organic layer was washed with water, brine
  9. dry with materialdried over sodium sulfate
  10. customThe solvent was removed
  11. dry with materialthe crude product was dried under vacuum

Sources & evidence

ORD record
ord-377ab190a6744c92913bc722a3858c47
Source dataset
uspto-grants-2009_11
Patent number
US07622585B2

Reaction notes

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