Formaldehyde → HCID 13066913, compound
Reaction equation
[CH3:1][C:2]1[NH:7][C:6](=[O:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1.[CH2:15]=[O:16]>>[OH:16][CH2:15][C:5]1[C:6](=[O:8])[NH:7][C:2]([CH3:1])=[C:3]([C:9]2[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=2)[CH:4]=1Participants
Procedure
The reaction of 6-methyl-5-(4-pyridinyl)-2(1H)-pyridinone with excess formaldehyde at an acidic pH to produce 3-hydroxymethyl-6-methyl-5-(4-pyridinyl)-2(1H)-pyridinone is carried out by heating the reactants at about 75° to 125° C. It is preferably run using an acidic pH of about 2 to 5, a large molar excess of formaldehyde and a reaction temperature of about 90° to 110° C. The quantity of formaldehyde can vary widely provided it is in excess of said 6-methyl-5-(4-pyridinyl)-2(1H)-pyridinone. In practice, a large excess, e.g., from about 10-fold to 100-fold or greater can be used; however, as little as a 2-fold excess or less of formaldehyde can be used although the reaction time is longer. Because of its ready availability and low cost, 37% aqueous formaldehyde solution is preferred.
Sources & evidence
- ORD record
- ord-ef78a14e35494887a4c88055caa7cfe8
- Source dataset
- uspto-grants-1982_11
- Patent number
- US04361569
Reaction notes
Loading…