Water → HCID 178517484, Verbindung

HRID 2171545

Reaktionsgleichung

Reaktionsgleichung von HRID 2171545
[C:1]([CH:3]=[C:4]([NH:13][C:14](=O)[O:15]CC)[C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[Cl:12])#[N:2].[N:19]1([CH2:25][C:26]([NH:28][NH2:29])=O)[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.C(OCC)(=O)C.O>CN1C(=O)CCC1>[Cl:12][C:6]1[CH:7]=[C:8]([Cl:11])[CH:9]=[CH:10][C:5]=1[C:4]1[N:13]=[C:14]([OH:15])[N:29]2[N:28]=[C:26]([CH2:25][N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)[N:2]=[C:1]2[CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 3516352-(4-Morpholinyl)acetohydrazideHCID 76754608Ethyl[2-cyano-1-(2,4-dichlorophenyl)ethenyl]carbamate

Produkt 1

HCID 178517484HCID 178517484, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

1.33 g (4.7 mmol) of ethyl [2-cyano-1-(2,4-dichlorophenyl)ethenyl]carbamate (Example 128A) and 740 mg (4.7 mmol) of 2-morpholin-4-ylacetohydrazide are dissolved in NMP (6 ml) and stirred in a flask with a calcium chloride drying tube at an oil-bath temperature of 160° C. for 3 h. The reaction mixture is cooled to RT and ethyl acetate (100 ml) and water (50 ml) are added. The organic phase is separated off, dried with magnesium sulphate and concentrated. The residue is chromatographed on silica gel (mobile phase dichloromethane/methanol 100:1 to 50:1). 1.25 g (70% of theory) of the product are obtained.

Aufarbeitung

  1. temperatureThe reaction mixture is cooled to RT
  2. customThe organic phase is separated off
  3. dry with materialdried with magnesium sulphate
  4. concentrationconcentrated
  5. customThe residue is chromatographed on silica gel (mobile phase dichloromethane/methanol 100:1 to 50:1)
  6. custom1.25 g (70% of theory) of the product are obtained

Quellen und Nachweise

ORD-Eintrag
ord-6b0892285c6e47288621ff5cef23f71e
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051323B2

Verknüpfte Notizen

Wird geladen…