Acetonitrile → HCID 19210610, Verbindung

HRID 980787Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 980787
C(#N)C.[C:4]1([S:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)(=[O:12])=[O:11])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(N(CC)CC)C.[C:28](Cl)(=[O:35])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CO.O>[C:4]1([S:10]([N:13]([C:28](=[O:35])[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:14]2[CH:15]=[CH:16][C:17]([CH3:20])=[CH:18][CH:19]=2)(=[O:12])=[O:11])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

7

Edukt 4

HCID 6342AcetonitrileHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 238717N-(4-Methylphenyl)benzenesulfonamide

Produkt 1

HCID 19210610HCID 19210610, VerbindungAusbeute 95,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

250 ml of an acetonitrile solution containing 60 g (0.24 mole) of N-benzenesulfonyl-p-toluidine synthesized by the same method as in Synthesis Example 1 and 37 ml (0.27 mole) of triethylamine was cooled to below 10° C. and while maintaining this temperature, 35.8 g (0.26 mole) of benzoyl chloride was added dropwise. After the addition, the mixture was further reacted at room temperature for 30 minutes. The reaction mixture was then added to 1 liter of water. The precipitate was collected by filtration, washed with water and then with methanol to give 80.8 g (0.23 mole) of the captioned compound.

Aufarbeitung

  1. temperaturewas cooled to below 10° C.
  2. additionwas added dropwise
  3. additionAfter the addition
  4. customthe mixture was further reacted at room temperature for 30 minutes
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-b41d6d023c6640419aab9aa37296d3f7
Quelldatensatz
uspto-grants-1987_01
Patentnummer
US04639408

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