Phenol → HCID 13603913, Verbindung

HRID 638267

Reaktionsgleichung

Reaktionsgleichung von HRID 638267
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[CH:3]=1.[CH3:19][NH:20][C:21](=[O:28])[CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.C1(O)C=CC=CC=1>O>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:4]2[CH:3]=[C:2]([N:25]3[CH2:26][CH2:27][CH:22]([C:21]([NH:20][CH3:19])=[O:28])[CH2:23][CH2:24]3)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=2)=[CH:13][CH:14]=1

Komponenten

5

Edukt 3

HCID 996PhenolHCID 2760460N-methylpiperidine-4-carboxamideHCID 112195464-Chloro-2-(4-chlorophenyl)quinoline

Produkt 1

HCID 13603913HCID 13603913, VerbindungAusbeute 57,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

A mixture of 5.1 g (21 mmole) of 4-chloro-2-(4-chlorophenyl)quinoline, prepared as in Example 1(a), 6.2 g (42 mmole) of N-methylisonipecotamide, and 10 g of phenol was stirred and heated in an oil bath at 160° C. for 3.5 hr. It was then cooled and diluted with 100 ml of water. Crystallization was induced by scratching, warming and the addition of a small amount of ethanol. The solid was collected and washed with ether to give 7.0 g of crude product. Recrystallization from 150 ml of butanol gave 4.6 g of product, mp 251°-255° dec.

Aufarbeitung

  1. temperatureIt was then cooled
  2. customCrystallization
  3. temperaturewarming
  4. additionthe addition of a small amount of ethanol
  5. customThe solid was collected
  6. washwashed with ether
  7. customto give 7.0 g of crude product
  8. customRecrystallization from 150 ml of butanol

Quellen und Nachweise

ORD-Eintrag
ord-b64d404922d84ae8bf28e9b2f6fc0032
Quelldatensatz
uspto-grants-1985_12
Patentnummer
US04560692

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