Hydrochloric Acid → 2-chloro-7-ethyl-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine
Reaktionsgleichung
[CH2:1]([N:3]1[CH2:9][CH2:8][C:7]2[N:10]=[CH:11][C:12](N)=[N:13][C:6]=2[CH2:5][CH2:4]1)[CH3:2].N([O-])=O.[Na+].[ClH:19]>O.[Cu]Br>[Cl:19][C:12]1[CH:11]=[N:10][C:7]2[CH2:8][CH2:9][N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][C:6]=2[N:13]=1Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- -5 °C
Versuchsvorschrift
26.5 g of 7-ethyl-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepin-2-ylamine (U.S. Pat. No. 4,409,220) are suspended in 130 ml conc. hydrochloric acid, combined with 0.1 g copper(I)bromide and cooled to −5° C. A suspension of 11 g sodium nitrite in 14 ml of water is slowly added dropwise. The reaction mixture is stirred for 15 hours at ambient temperature and evaporated almost to dryness. The residue is slowly added to ice water and potassium carbonate. The product is extracted with dichloromethane and precipitated as the hydrochloride with an ethereal HCl solution. 14.3 g product are obtained. M.p.=258-262° C.
Aufarbeitung
- additionis slowly added dropwise
- customevaporated almost to dryness
- additionThe residue is slowly added to ice water and potassium carbonate
- extractionThe product is extracted with dichloromethane
- customprecipitated as the hydrochloride with an ethereal HCl solution
Quellen und Nachweise
- ORD-Eintrag
- ord-9aa18beabcb14f389dd2bab0d4bcbbd9
- Quelldatensatz
- uspto-grants-2014_06
- Patentnummer
- US08759326B2
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