76700-85-1 → HCID 20202839, Verbindung

HRID 544577Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 544577
[F:1][C:2]([F:12])([F:11])[CH2:3][NH:4][C:5]([NH:7][C:8]([NH2:10])=[S:9])=[NH:6].Cl[CH2:14][C:15](=O)[CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20]>CCO>[F:12][C:2]([F:1])([F:11])[CH2:3][N:4]=[C:5]([NH2:6])[NH:7][C:8]1[S:9][CH:14]=[C:15]([CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[N:10]=1

Komponenten

4

Edukt 2

HCID 1111662576700-85-1HCID 178512206HCID 178512206, Verbindung

Produkt 1

HCID 20202839HCID 20202839, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

To 2,2,2-trifluoroethylamidinothiourea (2.1 g.) in hot EtOH (20 ml.) was added a solution of methyl 6-chloro-5-oxohexanoate (2.0 g.) in hot EtOH (20 ml.). The mixture was heated under reflux for 1 hour and then evaporated to dryness. The residue was partitioned between ether (20 ml.) and water (60 ml.). The aqueous layer was separated, basified with sodium bicarbonate and extracted with EtOAc. The organic layer was evaporated to dryness to give a gum which was recrystallised from EtOAc/ether/acetone to give methyl 4-[2-(2-[2,2,2-trifluoroethyl]guanidino)thiazol-4-yl]butyrate which was used without further purification.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. customevaporated to dryness
  4. customThe residue was partitioned between ether (20 ml.) and water (60 ml.)
  5. customThe aqueous layer was separated
  6. extractionextracted with EtOAc
  7. customThe organic layer was evaporated to dryness
  8. customto give a gum which
  9. customwas recrystallised from EtOAc/ether/acetone

Quellen und Nachweise

ORD-Eintrag
ord-b6e9ce6f7c9249bcac5b934657157ae6
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04451463

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