Butanal → HCID 178441160, compound
Reaction equation
[CH2:1]([NH:3][C:4]1[N:9]=[C:8]([OH:10])[CH:7]=[C:6]([CH3:11])[N:5]=1)[CH3:2].[CH:12](=O)[CH2:13][CH2:14][CH3:15].[H][H]>[Pd].C(O)CCC>[CH2:12]([C:7]1[C:8]([OH:10])=[N:9][C:4]([NH:3][CH2:1][CH3:2])=[N:5][C:6]=1[CH3:11])[CH2:13][CH2:14][CH3:15]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
76.25 Parts of 2-ethylamino-4-hydroxy-6-methylpyrimidine, 41 parts of n-butyraldehyde and 7 parts of a 50% aqueous paste of 3% palladium on carbon catalyst are stirred in 400 parts of n-butanol in a closed container. Hydrogen is passed into the reaction vessel to a pressure of 3 bar and the temperature is raised to 100° C. The reaction mixture is stirred under a hydrogen pressure of 3 bar and a temperature of 95°- 100° C for 18 hours, and then cooled and the palladium on carbon catalyst removed by filtration. The filtrates are distilled under reduced pressure to rermove butanol. The residue is stirred in 200 parts of water and the pH adjusted to 12 with sodium hydroxide solution. The suspension is filtered and the filtrates adjusted to pH 6.9 with hydrochloric acid. The suspension is filtered and the filter cake dried to yield 37.0 parts of crude 5-butyl-2-ethylamino-4-hydroxy-6-methylpyrimidine.
Workup
- temperaturecooled
- customthe palladium on carbon catalyst removed by filtration
- distillationThe filtrates are distilled under reduced pressure
- stirringThe residue is stirred in 200 parts of water
- filtrationThe suspension is filtered
- filtrationThe suspension is filtered
- customthe filter cake dried
Sources & evidence
- ORD record
- ord-2dc342a8f82042528bb1768146eb381b
- Source dataset
- uspto-grants-1976_03
- Patent number
- US03947440
Reaction notes
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