HCID 22054788, Verbindung → HCID 178509714, Verbindung

HRID 1455302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1455302
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)([NH2:11])[CH2:9][NH2:10])=[CH:4][CH:3]=1.CO[C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([C:29]#N)[CH:24]=1)=[NH:22]>CO>[C:21]([C:23]1[CH:24]=[C:25]([C:29]2[NH:10][CH2:9][C:8]([C:12]3[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=3)([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[N:11]=2)[CH:26]=[CH:27][CH:28]=1)#[N:22]

Komponenten

4

Edukt 2

HCID 22054788HCID 22054788, VerbindungHCID 552656943-Cyano-benzimidic acid methyl ester

Produkt 1

HCID 178509714HCID 178509714, VerbindungAusbeute 51,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 1,1-bis(4-fluorophenyl)-1,2-ethane-diamine (500 mg) in methanol (10 mL) was added 3-cyanobenzeneimidic acid methyl ester (792 mg), and the mixture was stirred at room temperature for 18 hrs. After concentrating the reaction mixture, the residue was dissolved in ethyl acetate (3 mL), washed with saturated sodium hydrogen carbonate aqueous solution and saturated sodium chloride aqueous solution in this order, and dried over anhydrous sodium sulfate. Sodium sulfate was removed by filtration, and the organic solvent was evaporated in vacuo. The obtained residue was purified by silica gel column chromatography (C-300; hexane: ethyl acetate=3:1→2:1) to give the objective compound (370 mg).

Aufarbeitung

  1. concentrationAfter concentrating the reaction mixture
  2. dissolutionthe residue was dissolved in ethyl acetate (3 mL)
  3. washwashed with saturated sodium hydrogen carbonate aqueous solution and saturated sodium chloride aqueous solution in this order
  4. dry with materialdried over anhydrous sodium sulfate
  5. customSodium sulfate was removed by filtration
  6. customthe organic solvent was evaporated in vacuo
  7. customThe obtained residue was purified by silica gel column chromatography (C-300; hexane: ethyl acetate=3:1→2:1)

Quellen und Nachweise

ORD-Eintrag
ord-92cc27cdfdc148f2b5a3723ab16b829f
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07482358B2

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