HCID 23053854, Verbindung → HCID 13649684, Verbindung

HRID 280659Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 280659
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:12])[C:10]=1Cl)[C:5]([NH2:7])=[O:6].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([S-:20])=[CH:16][CH:15]=1.[K+]>CN(C)C=O>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([S:20][C:10]2[C:9]([Cl:12])=[CH:8][C:4]([C:5]([NH2:7])=[O:6])=[CH:3][C:2]=2[Cl:1])=[CH:16][CH:15]=1

Komponenten

4

Edukt 2

HCID 23053854HCID 23053854, VerbindungHCID 23693160HCID 23693160, Verbindung

Produkt 1

HCID 13649684HCID 13649684, VerbindungAusbeute 57,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 3,4,5-trichlorobenzamide (25.0 g, 111 mmol) and potassium 4-chlorothiophenolate (29.0 g, 159 mmol) in dimethylformamide (220 ml) was stirred for 3 days at ambient temperature under nitrogen atmosphere, poured into ice water (2.2 L), and filtered. The solid was washed with water, partially dried under vacuum, suspended in diethyl ether (200 ml), filtered, and washed with diethyl ether (2×75 ml). The residue was triturated with diethyl ether (75 ml), filtered, again triturated with diethyl ether (75 ml), filtered, and dried under vacuum to provide 21.2 g (57%) of 4-(4-chlorophenylthio)-3,5-dichlorobenzamide, m.p. 171°-174° C.

Aufarbeitung

  1. filtrationfiltered
  2. washThe solid was washed with water
  3. custompartially dried under vacuum
  4. filtrationfiltered
  5. washwashed with diethyl ether (2×75 ml)
  6. customThe residue was triturated with diethyl ether (75 ml)
  7. filtrationfiltered
  8. customagain triturated with diethyl ether (75 ml)
  9. filtrationfiltered
  10. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-5b10938079df4a19a660590971585767
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04590201

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