Triethylamine → HCID 20351360, Verbindung

HRID 1448952Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1448952
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.Cl.[CH3:17][S:18]([NH:21][CH2:22][CH2:23][CH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)(=[O:20])=[O:19].C(N(CC)CC)C>C(O)C>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][N:3]=[C:2]2[N:27]1[CH2:26][CH2:25][CH:24]([CH2:23][CH2:22][NH:21][S:18]([CH3:17])(=[O:20])=[O:19])[CH2:29][CH2:28]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 20511180N-[2-(Piperidin-4-yl)ethyl]methanesulfonamide--hydrogen chloride (1/1)

Produkt 1

HCID 20351360HCID 20351360, VerbindungAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4-Chloro-6,7-dimethoxy quinazoline (1.1 g.), 4- (2-methanesulphonamidoethyl)piperidine hydrochloride (1.5 g.) and triethylamine (1.5 ml.) in ethanol (30 ml.) were heated together under reflux for 1.5 hours. The solution was then cooled to room temperature, concentrated in vacuo, suspended in water (70 ml.) and basified to pH 10 with 10% aqueous sodium carbonate solution. The mixture was extracted with chloroform (2×70 ml.), the extracts combined, dried (MgSO4), and taken to dryness in vacuo. The resultant pale yellow oil was triturated with ether (70 ml.) to give a white solid which was collected by filtration. Crystallization of this solid from ethanol yielded 6,7-dimethoxy-4-[4-(2-methanesulphonamidoethyl)-piperidino]quinazoline (1.7 g.), m.p. 162°-164° C.

Aufarbeitung

  1. temperatureunder reflux for 1.5 hours
  2. concentrationconcentrated in vacuo
  3. extractionThe mixture was extracted with chloroform (2×70 ml.)
  4. dry with materialdried (MgSO4)
  5. customThe resultant pale yellow oil was triturated with ether (70 ml.)
  6. customto give a white solid which
  7. filtrationwas collected by filtration
  8. customCrystallization of this solid from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-2e8b6097bbd24989b8de0ccb073d3844
Quelldatensatz
uspto-grants-1980_02
Patentnummer
US04188391

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