3-Amino-4-methoxybenzanilide → 3-[3-(3,4-Dimethoxyphenyl)-thioureido]-4-methoxy-N-phenyl-benzamide

HRID 1387541

Reaktionsgleichung

Reaktionsgleichung von HRID 1387541
[NH2:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:6].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([N:29]=[C:30]=[S:31])[CH:24]=[CH:25][C:26]=1[O:27][CH3:28]>C(OCC)(=O)C>[CH3:19][O:20][C:21]1[CH:22]=[C:23]([NH:29][C:30](=[S:31])[NH:1][C:2]2[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=2[O:17][CH3:18])[C:5]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:6])[CH:24]=[CH:25][C:26]=1[O:27][CH3:28]

Komponenten

4

Edukt 2

HCID 84263-Amino-4-methoxybenzanilideHCID 1418564-Isothiocyanato-1,2-dimethoxybenzene

Produkt 1

HCID 544944293-[3-(3,4-Dimethoxyphenyl)-thioureido]-4-methoxy-N-phenyl-benzamideAusbeute 31,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of 3-amino-4-methoxy-N-phenyl-benzamide (0.972 g, 4.0 mmol), 3,4-dimethoxyphenyl isothiocyanate (0.787 g, 4.0 mmol), and ethyl acetate (25 mL) was heated briefly to 50° C. and then allowed to stand overnight at room temperature. The reaction mixture was diluted with ethyl acetate (˜100 mL), heated to 80° C. briefly, then allowed to stand 5 days at room temperature. The precipitate was filtered off to afford the product (0.552 g); m.p. 170-171° C.

Aufarbeitung

  1. temperatureheated to 80° C. briefly
  2. waitto stand 5 days at room temperature
  3. filtrationThe precipitate was filtered off

Quellen und Nachweise

ORD-Eintrag
ord-7b59aa02164f4181b473b6ff2d72b4b7
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06268387B1

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