Dimethylsulphamoyl chloride → HCID 54319481, Verbindung

HRID 1287846Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1287846
[CH3:1][N:2]([CH3:7])[S:3](Cl)(=[O:5])=[O:4].[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[C:18]([NH2:30])[CH:17]=1)=[O:15]>N1C=CC=CC=1.O>[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[C:18]([NH:30][S:3](=[O:5])(=[O:4])[N:2]([CH3:7])[CH3:1])[CH:17]=1)=[O:15]

Komponenten

5

Edukt 2

HCID 83372Dimethylsulphamoyl chlorideHCID 538809743-Amino-4-benzyloxyphenyl 2-pyridyl ketone

Produkt 1

HCID 54319481HCID 54319481, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1049PyridineLösungsmittel2×

Versuchsvorschrift

A solution of 4.7 g (32.8 mmol) of dimethylsulfamyl chloride in 5 ml of dry pyridine is added to 5.0 g (16.4 mmol) of 3-amino-4-benzyloxyphenyl 2-pyridyl ketone in 100 ml of dry pyridine at 0°-10° C. The reaction mixture is stirred in the cold overnight and then poured in water and extracted with ether. The ether extract is washed with water and extracted with dilute aqueous KOH. This basic extract is washed with ether, acidified with hydrochloric acid and extracted with methylene chloride. The dried organic extract is evaporated in vacuo to give 4-benzyloxy-3-dimethylsulfamoylaminophenyl 2-pyridyl ketone. Hydrogenation over PcO2 according to the procedure of Example 3 gives α-(4-hydroxy-3-dimethylsulfamoylaminophenyl)-2-piperidylcarbinol.

Aufarbeitung

  1. extractionextracted with ether
  2. extractionThe ether extract
  3. washis washed with water
  4. extractionextracted with dilute aqueous KOH
  5. extractionThis basic extract
  6. washis washed with ether
  7. extractionextracted with methylene chloride
  8. extractionThe dried organic extract
  9. customis evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0fd166a0ff4f4d43964d065de08ba4fc
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03985887

Notizen zur Reaktion

Wird geladen…