Water → N-(2,6-dichloro-pyridin-3-yl)-4-methoxy-benzamide

HRID 40716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 40716
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[Cl:12][C:13]1[C:18]([NH2:19])=[CH:17][CH:16]=[C:15]([Cl:20])[N:14]=1.O>N1C=CC=CC=1>[Cl:12][C:13]1[C:18]([NH:19][C:7](=[O:8])[C:6]2[CH:10]=[CH:11][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[CH:17][CH:16]=[C:15]([Cl:20])[N:14]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 7477p-Anisoyl chlorideHCID 1128462,6-Dichloro-3-pyridylamine

Produkt 1

HCID 58220150N-(2,6-dichloro-pyridin-3-yl)-4-methoxy-benzamideAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

4-Methoxy-benzoyl chloride (4.15 mL, 30.7 mmol) was added dropwise to a stirred, cooled 0° C. mixture of 2,6-dichloro-pyridin-3-ylamine (5 g, 30.7 mmol) in pyridine (31 mL). Following addition, the reaction mixture was allowed to warm to room temperature and stirring was continued for 30 minutes, at which point the reaction mixture was poured into water causing the formation of a precipitate which was collected by filtration. The collected solids were washed with additional water before drying overnight in vacuo affording N-(2,6-dichloro-pyridin-3-yl)-4-methoxy-benzamide (8.66 g, 29.1 mmol, 95% yield) which was used in subsequent reactions without further purification. ES MS (M+H+)=297.

Aufarbeitung

  1. additionaddition
  2. temperatureto warm to room temperature
  3. filtrationwas collected by filtration
  4. washThe collected solids were washed with additional water
  5. custombefore drying overnight in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-401742739efe4f8dbe8bad0c9f5cf879
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08530483B2

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