Sulfuric Acid → 2-Hydroxy-5-tetrazol-2-yl-benzaldehyde
Reaction equation
C1N2CN3CN(C2)CN1C3.[N:11]1[N:12]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[N:13]=[N:14][CH:15]=1.S(=O)(=O)(O)O.FC(F)(F)[C:30](O)=[O:31]>>[OH:22][C:19]1[CH:18]=[CH:17][C:16]([N:12]2[N:13]=[N:14][CH:15]=[N:11]2)=[CH:21][C:20]=1[CH:30]=[O:31]Participants
5
Procedure
Hexamethylenetetramine (5.6 g) was added to 4-tetrazol-2-yl-phenol (1.6 g) in trifluoroacetic acid (40 ml) and the mixture heated at 60° for 24 h. On cooling, the solution was poured into sulphuric acid (2N, 100 ml), extracted with ether (3×100 ml), dried (Na2SO4) and evaporated. The residue was purified by FCC (dichloromethane) to give the title compound as a yellow solid (930 mg).
Workup
- temperaturethe mixture heated at 60° for 24 h
- temperatureOn cooling
- extractionextracted with ether (3×100 ml)
- dry with materialdried (Na2SO4)
- customevaporated
- customThe residue was purified by FCC (dichloromethane)
Sources & evidence
- ORD record
- ord-16efb531e8a94dfc9a5eb11ce4f3c647
- Source dataset
- uspto-grants-1998_12
- Patent number
- US05843966
Reaction notes
Loading…