StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

4-Acetylbenzenesulfonyl chloride → 4-acetyl-N-(2,4-dimethylphenyl)-N-isobutylbenzenesulfonamide

HRID 1746438
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1746438
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][CH2:10][CH:11]([CH3:13])[CH3:12].[C:14]([C:17]1[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1)(=[O:16])[CH3:15]>N1C=CC=CC=1>[C:14]([C:17]1[CH:18]=[CH:19][C:20]([S:23]([N:9]([C:3]2[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=2[CH3:1])[CH2:10][CH:11]([CH3:13])[CH3:12])(=[O:25])=[O:24])=[CH:21][CH:22]=1)(=[O:16])[CH3:15]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 2664184-Acetylbenzenesulfonyl chlorideHCID 284223892,4-dimethyl-N-(2-methylpropyl)aniline

Produkt 1

HCID 867316024-acetyl-N-(2,4-dimethylphenyl)-N-isobutylbenzenesulfonamideAusbeute 46,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a solution of (2,4-dimethylphenyl)(2-methylpropyl)amine (300 mg, 1.692 mmol) in pyridine (5 mL), stirred in air at room temperature, was added 4-acetylbenzene-1-sulfonyl chloride (370 mg, 1.692 mmol) in one charge. The reaction mixture was stirred at 20° C. for 30 minutes, then left to stand overnight. The solvent was evaporated in vacuo then redissolved in methanol and passed through an aminopropyl (NH2) SPE cartridge, eluting with methanol, followed by 2M ammonia/methanol. The product containing fractions were combined and passed through a sulphonic acid (SCX) SPE cartridge eluting with methanol, followed by 2M ammonia/methanol. The product containing fractions were combined and evaporated under a stream of nitrogen to give the crude product. The crude was purified by flash (Si) chromatography (using a 0-50% ethyl acetate-cyclohexane gradient) to give the required product (282 mg) as a yellow gum. LCMS (M+1) 360, RT 1.35 mins.

Aufarbeitung

  1. additioncharge
  2. waitleft
  3. waitto stand overnight
  4. customThe solvent was evaporated in vacuo
  5. dissolutionthen redissolved in methanol
  6. washeluting with methanol
  7. additionThe product containing fractions
  8. washeluting with methanol
  9. additionThe product containing fractions
  10. customevaporated under a stream of nitrogen
  11. customto give the crude product
  12. customThe crude was purified by flash (Si) chromatography (

Quellen und Nachweise

ORD-Eintrag
ord-076ce05b7cb24b22b6822f440d26476c
Quelldatensatz
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09150508B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion