Triethylamine → HCID 178423916, Verbindung

HRID 1062802

Reaktionsgleichung

Reaktionsgleichung von HRID 1062802
C(O[C:4](=[O:14])[CH:5]([C:12]#[N:13])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)C.Cl.Cl.[CH2:17]([NH:24][NH2:25])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[CH2:26](N(CC)CC)C>C(O)C.C(OCC)(=O)C>[NH2:13][C:12]1[N:24]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:25]=[C:4]([OH:14])[C:5]=1[C:6]1[CH:7]=[CH:8][C:9]([CH3:26])=[CH:10][CH:11]=1

Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 95298Ethyl phenylcyanoacetateHCID 146540Benzylhydrazine dihydrochloride

Produkt 1

HCID 178423916HCID 178423916, VerbindungAusbeute 20 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a stirring suspension of ethyl-2-cyano-2-phenylacetate (10.34 g) and benzylhydrazine dihydrochloride (14.87 g) in ethanol (200 ml) at room temperature was added triethylamine (21.27 ml). The reaction mixture was heated to reflux for 24 hours. The solvent was removed under reduced pressure to yield the crude material as a brown oil. This was re-dissolved in ethyl acetate (100 ml) and washed with water (2×75 ml), then dried (MgSO4) and the solvent removed in vacuo to yield a pale brown oil. This was recrystallised from methanol to yield the title product as pale yellow crystals (2.5 g, ca. 20%)

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 24 hours
  3. customThe solvent was removed under reduced pressure
  4. customto yield the crude material as a brown oil
  5. washwashed with water (2×75 ml)
  6. dry with materialdried (MgSO4)
  7. customthe solvent removed in vacuo
  8. customto yield a pale brown oil
  9. customThis was recrystallised from methanol

Quellen und Nachweise

ORD-Eintrag
ord-0b7b6642ccfe48ad9bedc28e689efd2b
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06962923B2

Verknüpfte Notizen

Wird geladen…