4-(3,5-Bis-trifluoromethyl-benzyl)-2-methylaniline → Phthalamide

HRID 1640094Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1640094
Cl[C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[N:12][C@@H](C)CSC)[O:5][C:6]2=[O:11].FC(F)(F)C1C=C(C=C(C(F)(F)F)C=1)CC1C=CC([NH2:28])=C(C)C=1>C(#N)C.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>[C:6]([NH2:28])(=[O:11])[C:7]1[C:3](=[CH:2][CH:10]=[CH:9][CH:8]=1)[C:4]([NH2:12])=[O:5]

Komponenten

5

Edukt 2

HCID 120027444-(3,5-Bis-trifluoromethyl-benzyl)-2-methylanilineHCID 57450847HCID 57450847, Verbindung

Produkt 1

HCID 6956PhthalamideAusbeute 92,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 521998p-Toluenesulfonic acid monohydrateKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

4-Chloro-3-[(S)-1-methyl-2-methylthioethylimino]-3-H-isobenzofuran-1-one (0.2 g) and 4-(3,5-bis-trifluoromethyl-benzyl)-2-methylaniline (0.22 g) were dissolved in acetonitrile (10 ml), to which p-toluenesulfonic acid hydrate (0.01 g) was added, and then stirred at room temperature for three hours. After the reaction, the solvent was distilled off under reduced pressure and the resultant residue was purified by silica gel column chromatography to obtain N1-[4-(3,5-bis-trifluoromethyl-benzyl)-2-methylphenyl]-3-chloro-N2-(S)-1-methyl-2-methylthioethyl)phthalamide (0.10 g).

Aufarbeitung

  1. additionwas added
  2. customAfter the reaction
  3. distillationthe solvent was distilled off under reduced pressure
  4. customthe resultant residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-60c32869c3ba4c569d311b7cd3b80996
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08110689B2

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