3-(Trifluoromethyl)aniline → 3-hydroxy-N-[3-(trifluoromethyl)phenyl]-1-benzothiophene-2-carboxamide

HRID 2292003Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2292003
[OH:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][C:3]=1[C:11]([O:13]C)=O.[F:15][C:16]([F:25])([F:24])[C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH2:20]>CCOCC>[OH:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][C:3]=1[C:11]([NH:20][C:19]1[CH:21]=[CH:22][CH:23]=[C:17]([C:16]([F:15])([F:24])[F:25])[CH:18]=1)=[O:13]

Komponenten

4

Edukt 2

HCID 73753-(Trifluoromethyl)anilineHCID 83165Methyl 3-hydroxybenzo[b]thiophene-3-carboxylate

Produkt 1

HCID 9013113-hydroxy-N-[3-(trifluoromethyl)phenyl]-1-benzothiophene-2-carboxamideAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
170 °C

Versuchsvorschrift

A mixture of methyl 3-hydroxy-benzothiophene2-carboxylate (1.04 g; 0.005M) and 3-trifluoromethylaniline (1.61 g; 0.010M) is heated under a nitrogen atmosphere at 170° C. for 90 minutes. and then at 200° C. for 30 minutes. The reaction was cooled at room temperature, taken up in ether and the solid was collected, washed with ether and air dried. The solid was recrystallized from ethyl acetate to give 0.96 g (57% yield) of the title compound; m.p. 205°-208° C. (dec).

Aufarbeitung

  1. temperatureThe reaction was cooled at room temperature
  2. customthe solid was collected
  3. washwashed with ether and air
  4. customdried
  5. customThe solid was recrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-450c729a50544b858f417ca9680831c7
Quelldatensatz
uspto-grants-1989_01
Patentnummer
US04800211

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