Acetic Anhydride → 6-Acetylaminomethyl-2-pyridinecarbonitrile

HRID 1491813Notes

Reaction equation

HRID 1491813 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.Cl.[NH2:9][CH2:10][C:11]1[N:16]=[C:15]([C:17]#[N:18])[CH:14]=[CH:13][CH:12]=1>N1C=CC=CC=1>[C:5]([NH:9][CH2:10][C:11]1[N:16]=[C:15]([C:17]#[N:18])[CH:14]=[CH:13][CH:12]=1)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 189539306-(Aminomethyl)picolinonitrile hydrochloride

Product 1

HCID 99897406-Acetylaminomethyl-2-pyridinecarbonitrile

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic anhydride (1.29 ml) was added dropwise to a mixture of 6-aminomethyl-2-pyridinecarbonitrile hydrochloride (2.10 g) in pyridine (21 ml). The solution was stirred for four hours at ambient temperature and evaporated in vacuo. The residue was mixed with aqueous potassium carbonate and extracted with ethyl acetate. The extract was dried over magnesium sulfate and evaporated in vacuo to give 6-(acetylaminomethyl)-2-pyridinecarbonitrile (1.72 g).

Workup

  1. customevaporated in vacuo
  2. additionThe residue was mixed with aqueous potassium carbonate
  3. extractionextracted with ethyl acetate
  4. dry with materialThe extract was dried over magnesium sulfate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-39e3b7a8b3d9471bb130a529af6ba0a5
Source dataset
uspto-grants-1994_12
Patent number
US05371097

Reaction notes

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