Iodoethane → 5-Chloro-2-ethoxybenzamide

HRID 2082716

Reaktionsgleichung

Reaktionsgleichung von HRID 2082716
[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([NH2:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=1.I[CH2:13][CH3:14].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH2:13][CH3:14])=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8]

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 3480945-Chloro-2-hydroxybenzamide

Produkt 1

HCID 203602935-Chloro-2-ethoxybenzamideAusbeute 36,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 5-chlorosalicylamide (16.0 g., 0.093 mole), iodoethane (31.8 g., 0.204 mole), and potassium carbonate (13.1 g., 0.095 mole) in ethanol (225 ml.) was heated under reflux for 20 hours. The hot mixture was filtered. The filtrate was reduced to dryness. The residue was triturated with water. The mixture was filtered and the collected solid recrystallized from acetonitrile to give 5-chloro-2-ethoxybenzamide (6.8 g., 36.6%) m.p. 136°-139°.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 20 hours
  3. filtrationThe hot mixture was filtered
  4. customThe residue was triturated with water
  5. filtrationThe mixture was filtered
  6. customthe collected solid recrystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-173287c043d14c2db00a2ea48902ba0f
Quelldatensatz
uspto-grants-1978_04
Patentnummer
US04082751

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