Acetamidine monohydrochloride → HCID 136102355, Verbindung

HRID 1886057Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1886057
CC[O-].[Na+].Cl.[C:6]([NH2:9])(=[NH:8])[CH3:7].[F:10][C:11]([F:27])([F:26])[C:12]([CH:14]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:15](OCC)=[O:16])=O.CCOCC.CCCCCC>CCO>[CH3:7][C:6]1[NH:9][C:15](=[O:16])[C:14]([CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:12]([C:11]([F:10])([F:27])[F:26])[N:8]=1

Komponenten

6

Edukt 4

HCID 67170Acetamidine monohydrochlorideHCID 2723922Sodium ethoxideHCID 11346247Butanedioic acid, (trifluoroacetyl)-, diethyl esterHCID 21584099Diethylether hexane

Produkt 1

HCID 136102355HCID 136102355, VerbindungAusbeute 27 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of NaOEt (0.074 mol) in EtOH (prepared from 1.7 g of Na and 75 mL of EtOH), acetamidine hydrochloride (3.5 g, 0.037 mol), and diethyl 2-trifluoroacetylsuccinate (10.0 g, 0.037 mol) was heated under reflux for 20 h. The mixture was concentrated, taken up in water, acidified to pH 4 with conc. HCl, and extracted with EtOAc. The extracts were washed with brine, dried (MgSO4), and concentrated to give an oily solid. Trituration with ether/hexane gave 2.63 g (27%) of product as a white solid. An analytical sample was recrystallized from ether/hexane, mp 108°-110° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 20 h
  3. concentrationThe mixture was concentrated
  4. extractionextracted with EtOAc
  5. washThe extracts were washed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated
  8. customto give an oily solid

Quellen und Nachweise

ORD-Eintrag
ord-dc542d7b62c8437ba9bf73d27bf9a6cb
Quelldatensatz
uspto-grants-1992_09
Patentnummer
US05149699

Notizen zur Reaktion

Wird geladen…