Morpholine → 4-(Morpholin-4-yl)benzamide

HRID 2120266

Reaktionsgleichung

Reaktionsgleichung von HRID 2120266
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.F[C:8]1[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[O:13])=[CH:10][CH:9]=1>O>[N:1]1([C:8]2[CH:16]=[CH:15][C:11]([C:12]([NH2:14])=[O:13])=[CH:10][CH:9]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Komponenten

4

Edukt 2

HCID 8083MorpholineHCID 715724-Fluorobenzamide2×

Produkt 1

HCID 221422424-(Morpholin-4-yl)benzamideAusbeute 3.373 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of morpholine (2.0 g, 0.23 mmol) and 4-fluorobenzamide (1.2 g, 8.6 mmol) is heated at 120° C. The conversion of the 4-fluorobenzoamide is complete after 10 hours. Water (10 ml) is than added into the reaction mixture. The precipitate is filtered off, washed with water and dried under vacuum (30° C.) to give 1.6 g of the title-compound. Yield: 94%; m.p. 220-221° C.; MS 206 (100, M+); H1 NMR (DMSO): δ 7.76 (d, 2H), 7.75 (b, 1H), 7.05 (b, 1H), 6.94 (d, 21H), 3.73 (t, 4H), 3.20 (t, 4H); C13 NMR (CDCl3): δ 167.61, 152.90, 128.79, 123.93, 113.31, 65.92, 47.36.

Aufarbeitung

  1. additionthan added into the reaction mixture
  2. filtrationThe precipitate is filtered off
  3. washwashed with water
  4. customdried under vacuum (30° C.)

Quellen und Nachweise

ORD-Eintrag
ord-970cc2e649334d5dba348895f698a763
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06689882B2

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