(3-Trifluoromethylphenyl)urea → HCID 59684832, Verbindung

HRID 421808Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 421808
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([NH:9][C:10]([NH2:12])=[O:11])[CH:6]=[CH:7][CH:8]=1.[C:15]([C:17]1[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=1)#[N:16].[Br:25][C:26]1[CH:31]=[CH:30][C:29]([C:32](=[O:37])[CH2:33][C:34](=O)[CH3:35])=[CH:28][CH:27]=1>O1CCCC1>[Br:25][C:26]1[CH:27]=[CH:28][C:29]([C:32]([C:33]2[CH:21]([C:20]3[CH:23]=[CH:24][C:17]([C:15]#[N:16])=[CH:18][CH:19]=3)[NH:12][C:10](=[O:11])[N:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:13])([F:14])[F:1])[CH:4]=3)[C:34]=2[CH3:35])=[O:37])=[CH:30][CH:31]=1

Komponenten

5

Edukt 3

HCID 25712(3-Trifluoromethylphenyl)ureaHCID 660424-CyanobenzaldehydeHCID 4326531-(4-bromophenyl)butane-1,3-dione

Produkt 1

HCID 59684832HCID 59684832, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4.23 g (20.74 mmol) N-[3-(trifluoromethyl)phenyl]urea, 2.72 g (20.74 mmol) 4-cyanobenzaldehyde, 5.00 g (20.74 mmol) 1-(4-bromophenyl)butane-1,3-dione and 6.5 g polyphosphoric acid ethyl ester are suspended in 50 ml of tetrahydrofuran. The mixture is stirred at reflux for 20 hours. After cooling down to room temperature, the solvent is removed in vacuo and the residue is purified by column chromatography on silica with cyclohexane/ethyl acetate mixtures as eluent.

Aufarbeitung

  1. temperatureat reflux for 20 hours
  2. customthe solvent is removed in vacuo
  3. customthe residue is purified by column chromatography on silica with cyclohexane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-b6ef96fb8dfa4df8b48d39d5d0ee7d67
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101615B2

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