Sodium Hydroxide → (E)-2-[2-(5-amino-2-chlorophenyl)ethenyl]-4-(1-methylethyl)thiazole

HRID 1609327Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1609327
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1/[CH:11]=[CH:12]/[C:13]1[S:14][CH:15]=[C:16]([CH:18]([CH3:20])[CH3:19])[N:17]=1.O.O.[Sn](Cl)Cl.[OH-].[Na+]>C(O)C>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3](/[CH:11]=[CH:12]/[C:13]2[S:14][CH:15]=[C:16]([CH:18]([CH3:19])[CH3:20])[N:17]=2)[CH:4]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 61436Stannous chloride dihydrateHCID 20084355(E)-2-[2-(2-chloro-5-nitrophenyl)ethenyl]-4-(1-methylethyl)thiazole

Produkt 1

HCID 20084321(E)-2-[2-(5-amino-2-chlorophenyl)ethenyl]-4-(1-methylethyl)thiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution composed of 3.0 g of (E)-2-[2-(2-chloro-5-nitrophenyl)ethenyl]-4-(1-methylethyl)thiazole, 8.0 g of tin(II) chloride dihydrate and 100 ml of ethyl alcohol was heated to reflux for 1 hr. The reaction mixture was then condensed to half of its original volume, diluted with ice water, basified with 3N sodium hydroxide and extracted with methylene chloride. The combined extracts were washed with water and brine, dried (MgSO4)and condensed in vacuo to yield (E)-2-[2-(5-amino-2-chlorophenyl)ethenyl]-4-(1-methylethyl)thiazole; m.p. 82°-85° C. from hexane.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 1 hr
  3. customcondensed to half of its original volume
  4. extractionextracted with methylene chloride
  5. washThe combined extracts were washed with water and brine, dried (MgSO4)and condensed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-de5cc312a7354882bbd1cd7bf89d058c
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05399702

Notizen zur Reaktion

Wird geladen…