Ethyl orthoformate → 5-Methyl-1-(alpha-phenyl-o-tolyl)imidazole
Reaction equation
[C:1]1([CH2:7][C:8]2[C:9](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:15](OCC)(OCC)OCC.[CH3:25][C:26]1([CH2:31][NH2:32])OCCO1>[Ti](Cl)(Cl)(Cl)Cl>[CH3:25][C:26]1[N:10]([C:9]2[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=2[CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:15]=[N:32][CH:31]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
In the manner given in Example 3, α-phenyl-0-toluidine is reacted with triethyl orthoformate, the resulting oil is heated with 2-methyl-2-(aminomethyl)-1,3-dioxolane, and the resulting product treated with titanium tetrachloride to give 5-methyl-1-(α-phenyl-0-tolyl)imidazole.
Sources & evidence
- ORD record
- ord-3db1208e59ab41ed99adb07321ca5a78
- Source dataset
- uspto-grants-1976_03
- Patent number
- US03941802
Reaction notes
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