Ammonia → 3-Dimethylamino-2-phenyl-benzo(b)thiophene

HRID 236790

Reaktionsgleichung

Reaktionsgleichung von HRID 236790
[CH3:1][N-:2][CH3:3].[C:4]1([S:10][CH:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:12](O)=O)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.O=P(Cl)(Cl)Cl.N>C1(C)C=CC=CC=1.O>[CH3:1][N:2]([CH3:3])[C:12]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[S:10][C:11]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

7

Edukt 4

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 182180DimethylazanideHCID 2396052-Phenyl-2-(phenylsulfanyl)acetic acid

Produkt 1

HCID 157006323-Dimethylamino-2-phenyl-benzo(b)thiophene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 14.4 g (53 mmole) of the dimethylamide of α-phenylthio-phenylacetic acid, 24.5 milliliters (160 mmole) of POCl3 in 250 milliliters of absolute toluene is refluxed for 6 hours. After mixing with water, it is neutralised with ammonia and the organic phase is dried over a mixture of K2CO3 and activated charcoal and evaporated: 3-dimethylamino-2-phenyl-benzo(b)thiophene in the form of a crude oily produce which, triturated with methanol, yields 11.1 g (83% of theory) of colourless rods, mp 84°-85° (methanol).

Aufarbeitung

  1. dry with materialthe organic phase is dried over a mixture of K2CO3 and activated charcoal
  2. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-1b16b0e5f0904b9b8d91e26e2c795c58
Quelldatensatz
uspto-grants-1979_06
Patentnummer
US04157399

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