Acetic Anhydride → 2-ACETAMIDO-6-METHYLPYRIDINE

HRID 1789344Notes

Reaction equation

HRID 1789344 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[CH:4][CH:3]=1.[C:9](OC(=O)C)(=[O:11])[CH3:10]>>[C:9]([NH:1][C:2]1[N:7]=[C:6]([CH3:8])[CH:5]=[CH:4][CH:3]=1)(=[O:11])[CH3:10]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 157652-Amino-6-methylpyridine

Product 1

HCID 2204862-ACETAMIDO-6-METHYLPYRIDINE

Procedure

A mixture of 50 g of 6-amino-2-methyl-pyridine in 250 ml of acetic acid anhydride was refluxed for one hour and was then evaporated to dryness under reduced pressure. The residue was taken up in methylene chloride and the solution was washed with water and then with aqueous sodium hydroxide solution and then with water. The solution was dried and evaporated to dryness under reduced pressure. The residual oil was crystallized from isopropyl ether to obtain 41 g of 6-acetamido-2-methyl-pyridine melting at 87° C.

Workup

  1. temperaturewas refluxed for one hour
  2. customwas then evaporated to dryness under reduced pressure
  3. washthe solution was washed with water
  4. customThe solution was dried
  5. customevaporated to dryness under reduced pressure
  6. customThe residual oil was crystallized from isopropyl ether

Sources & evidence

ORD record
ord-912f5ab9171743f2899efb12b84534f2
Source dataset
uspto-grants-1987_08
Patent number
US04689342

Reaction notes

Loading…