Sulfuric Acid → 2-Methyl-3-phenyl-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole
Reaction equation
[NH:1]1[CH2:5][CH2:4][N:3]=[C:2]1[NH:6][CH:7]([CH:9](O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:8].S(=O)(=O)(O)O.[OH-].[Na+]>>[CH3:8][CH:7]1[CH:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:3]2[CH2:4][CH2:5][N:1]=[C:2]2[NH:6]1Participants
4
Procedure
A solution of 12 parts of the oily α-[1-(2-imidazolin-2-ylamino)ethyl]benzyl alcohol in 40 parts of sulfuric acid solution 80% is stirred for 3 hours at room temperature. The reaction mixture is poured onto crushed ice. The whole is alkalized with sodium hydroxide solution and the product is extracted with toluene. The extract is dried, filtered and evaporated. The residue is washed with acetone and dried, yielding 2,3,5,6-tetrahydro-2-methyl-3-phenyl-1H-imidazo[1,2-a]imidazole; m.p. 179.4°C.
Workup
- additionThe reaction mixture is poured
- customonto crushed ice
- extractionthe product is extracted with toluene
- customThe extract is dried
- filtrationfiltered
- customevaporated
- washThe residue is washed with acetone
- customdried
Sources & evidence
- ORD record
- ord-34f6548803464251aad64b0647520764
- Source dataset
- uspto-grants-1976_09
- Patent number
- US03983133
Reaction notes
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