Reaktionsgleichung
[Cl:1][C:2]1[C:6](Cl)=[N:5][S:4][N:3]=1.O.O.O.O.O.O.[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.[OH-].[Na+]>CN(C=O)C.[Cl-].[Na+].O>[ClH:1].[Cl:1][C:2]1[C:6]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[N:5][S:4][N:3]=1Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 70 °C
Versuchsvorschrift
A mixture of 3,4-dichloro-1,2,5-thiadiazole (4.00 g, 25.8 mmol) and piperazine hexahydrate (25.0 g, 130 mmol) in DMF (25 mL) was heated at 70° C. for 20 minutes. After cooling to ambient temperature, the reaction mixture was basified (11 M NaOH) and brine was added. The resulting mixture was extracted with CHCl3 (×3). The combined organic phases were washed twice with brine/water (1:1), dried (MgSO4) and the solvent was evaporated. The resulting oil was purified by column chromatography on silica gel using CHCl3 as eluent to give 2.77 g (52%) of the title compound as a colourless oil which was converted to its hydrochloride salt: mp 231° C. (dec). Anal (C6H9ClN4S.HCl), C calc 29.89, found 30.4. H. N
Aufarbeitung
- temperatureAfter cooling to ambient temperature
- additionwas added
- extractionThe resulting mixture was extracted with CHCl3 (×3)
- washThe combined organic phases were washed twice with brine/water (1:1)
- dry with materialdried (MgSO4)
- customthe solvent was evaporated
- customThe resulting oil was purified by column chromatography on silica gel
Quellen und Nachweise
- ORD-Eintrag
- ord-3bec647fc2294116bc60f4351f38de2b
- Quelldatensatz
- uspto-grants-2009_05
- Patentnummer
- US07534794B2
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