Hydrochloric Acid → HCID 178527725, Verbindung

HRID 540344Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 540344
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([N:12]2[CH2:18][CH2:17][CH2:16][C:15]3[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=3[CH2:13]2)[CH:3]=1.C[S-:24].[Na+].Cl>CN(C)C=O.O>[CH2:13]1[C:14]2[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=2[CH2:16][CH2:17][CH2:18][N:12]1[C:4]1[CH:3]=[C:2]([SH:24])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 4378561Sodium methanethiolateHCID 71255109HCID 71255109, Verbindung

Produkt 1

HCID 178527725HCID 178527725, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of 2-(4-chloroquinolin-2-yl)-2,3,4,5-tetrahydro-1H-2-benzazepine (2 g, 6.47 mmol) and sodium thiomethoxide (2.4 g, 34 mmol) in dry N,N-dimethylformamide (20 mL) was heated with stirring overnight under reflux. The reaction mixture was cooled to 50° C. and the volatile components were evaporated under reduced pressure to give a residue which was dissolved in 30 mL of chilled water and carefully acidified with 20% hydrochloride aid to pH 4-5 under argon. The resultant solution was extracted with chilled dichloromethane (30 mL×3). The dichloromethane fractions were combined and washed with chilled brine (30 mL×2) and then concentrated under reduced pressure at room temperature to give the crude product. It was used in next step without further purification.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux
  3. customthe volatile components were evaporated under reduced pressure
  4. customto give a residue which
  5. extractionThe resultant solution was extracted with chilled dichloromethane (30 mL×3)
  6. washwashed with chilled brine (30 mL×2)
  7. concentrationconcentrated under reduced pressure at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-13e6c18dc96842c194b7f82a0d51ec62
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871756B2

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