Acetic Anhydride → HCID 15079268, compound

HRID 1608531Notes

Reaction equation

HRID 1608531 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[CH:4][N:3]=1.[C:10](OC(=O)C)(=[O:12])[CH3:11]>[Pt](=O)=O.C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][NH:9][C:10](=[O:12])[CH3:11])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 5686382-Chloro-4-cyanopyridine

Product 1

HCID 15079268HCID 15079268, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 2-chloro-4-cyanopyridine (1.9 g), platinum dioxide (0.3 g), acetic anhydride (50 ml) and acetic acid (50 ml) was stirred under an atmosphere of hydrogen for 2 hours. The mixture was filtered and the filtrate was evaporated. The residue was partitioned between chloroform and dilute aqueous sodium bicarbonate solution. The organic phase was dried (MgSO4) and evaporated to give N-(2-chloropyrid-4-ylmethyl)acetamide (1.5 g), as an oil.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated
  3. customThe residue was partitioned between chloroform and dilute aqueous sodium bicarbonate solution
  4. dry with materialThe organic phase was dried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-ace88a9cf1cd4d44937c5473a3fed71d
Source dataset
uspto-grants-1995_03
Patent number
US05395838

Reaction notes

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