Diethyl Malonate → HCID 178516644, Verbindung

HRID 925984Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 925984
CC[O-].[Na+].Cl.[F:6][C:7]([F:17])([F:16])[C:8]1[N:9]=[C:10]([C:13]([NH2:15])=[NH:14])[S:11][CH:12]=1.[C:18](OCC)(=[O:25])[CH2:19][C:20](OCC)=[O:21]>CCO>[F:17][C:7]([F:6])([F:16])[C:8]1[N:9]=[C:10]([C:13]2[N:15]=[C:20]([OH:21])[CH:19]=[C:18]([OH:25])[N:14]=2)[S:11][CH:12]=1

Komponenten

5

Edukt 3

HCID 7761Diethyl MalonateHCID 2723922Sodium ethoxideHCID 667304744-(Trifluoromethyl)thiazole-2-carboximidamide hydrochloride

Produkt 1

HCID 178516644HCID 178516644, VerbindungAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a stirred solution of NaOEt (32 g, 5 eq.) in EtOH (200 mL) was slowly added compound 282 (22 g, 1 eq.). The reaction mixture was stirred at room temperature for 30 min and diethyl malonate (11.5 mL, 0.8 eq.) was then added. The suspension was refluxed for 24 hrs. The solvent was removed under reduced pressure. The residue was suspended in H2O (200 mL) and acidified to pH 5 with 2 N aqueous HCl. The resulting solid was filtered, washed with water, and dried under reduced pressure to yield compound 283 as a brown solid in 98% yield. 1H NMR (DMSO-d6, 400 MHz) δ 5.77 (s, 1H), 8.68 (s, 1H).

Aufarbeitung

  1. temperatureThe suspension was refluxed for 24 hrs
  2. customThe solvent was removed under reduced pressure
  3. filtrationThe resulting solid was filtered
  4. washwashed with water
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-76a85e742bf948ea8f8bcf8b627278ff
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09284307B2

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