Sulfuric Acid → 5-(p-chlorophenyl)-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole hydrochloride
Reaktionsgleichung
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH:6](O)[CH2:7][NH:8][C:9]2[NH:10][CH2:11][CH2:12][N:13]=2)=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[OH-].[Na+]>>[ClH:1].[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH:6]2[N:13]3[CH2:12][CH2:11][NH:10][C:9]3=[N:8][CH2:7]2)=[CH:4][CH:3]=1Komponenten
Versuchsvorschrift
3.4 parts of p-chloro-α-(2-imidazolin-2-ylaminomethyl)benzyl alcohol are added to 30 parts of sulfuric acid 80% while stirring and cooling in an ice-bath. Upon completion, the whole is stirred for 2 hours at room temperature. The reaction mixture is poured onto crushed ice, alkalized with a concentrated sodium hydroxide solution and the product in base form is extracted with methylene chloride. The extract is dried, filtered and evaporated. The residue is dissolved in 2-propanol. The solution is filtered over diatomaceous silica and the filtrate is acidified with an excess of 2-propanol previously saturated with gaseous hydrogen chloride. The precipitated salt is filtered off, washed with acetone and dried, yielding 5-(p-chlorophenyl)-2,3,5,6-tetrahydro-1H-imidazo[1,2-a]imidazole hydrochloride, m.p. 266.1°C.
Aufarbeitung
- temperaturecooling in an ice-bath
- stirringUpon completion, the whole is stirred for 2 hours at room temperature
- additionThe reaction mixture is poured
- customonto crushed ice
- extractionthe product in base form is extracted with methylene chloride
- customThe extract is dried
- filtrationfiltered
- customevaporated
- dissolutionThe residue is dissolved in 2-propanol
- filtrationThe solution is filtered over diatomaceous silica
- filtrationThe precipitated salt is filtered off
- washwashed with acetone
- customdried
Quellen und Nachweise
- ORD-Eintrag
- ord-8903f18ccc7c42e7ac572c561f4d26a6
- Quelldatensatz
- uspto-grants-1976_06
- Patentnummer
- US03963718
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