Acetic Anhydride → HCID 15079268, compound

HRID 1655946Notes

Reaction equation

HRID 1655946 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-094f8bf3d0fd4d3f8bf5e7d7f7c16df8
Source dataset
uspto-grants-1993_10
Patent number
US05252573

Reaction notes

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