Acetic Acid → Methyl Picolinimidate
Reaction equation
ClC1C=CC=CC=1O[C:5]1[N:10]=[C:9]([C:11]#[N:12])[CH:8]=[CH:7][CH:6]=1.[Na].[C:18](O)(=[O:20])C>C[O-].[Na+].CO>[N:10]1[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=1[C:11](=[NH:12])[O:20][CH3:18]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
6-o-Chlorophenoxy-2-cyanopyridine (10 g) was dissolved in a solution of sodium methoxide in methanol prepared from methanol (150 ml) and metallic sodium (0.50 g). After the solution was left to stand overnight, acetic acid (1.3 g) was added thereto, followed by concentration under reduced pressure. The resulting residue was dissolved in ether (200 ml) and insoluble materials were filtered out. The filtrate was concentrated under reduced pressure to obtain methyl 2-picoline imidate derivative.
Workup
- waitAfter the solution was left
- concentrationfollowed by concentration under reduced pressure
- dissolutionThe resulting residue was dissolved in ether (200 ml)
- filtrationinsoluble materials were filtered out
- concentrationThe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-d4ad2367ba5440c8bdc81ab8571889d4
- Source dataset
- uspto-grants-1990_05
- Patent number
- US04927827
Reaction notes
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