Acetic Anhydride → 6-Acetylaminomethyl-2-pyridinecarbonitrile

HRID 2379794Notes

Reaction equation

HRID 2379794 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-750d36444abc47ff9d0ab5ed66e21b92
Source dataset
uspto-grants-1994_11
Patent number
US05364871

Reaction notes

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