Sodium Hydroxide → HCID 12040787, Verbindung

HRID 891218Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 891218
[Cl:1]Cl.[NH2:3][C:4]1[N:9]=[C:8](SC)[N:7]=[C:6]([CH:12]([F:14])[CH3:13])[N:5]=1.[OH-].[Na+]>C(O)(=O)C>[NH2:3][C:4]1[N:9]=[C:8]([Cl:1])[N:7]=[C:6]([CH:12]([F:14])[CH3:13])[N:5]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 24526ChlorineHCID 222449654-(1-Fluoroethyl)-6-(methylthio)-1,3,5-triazin-2-amine

Produkt 1

HCID 12040787HCID 12040787, VerbindungAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

Chlorine gas was passed into a suspension of 38 g of 2-amino-4-methylthio-6-(1-fluoroethyl)-1,3,5-triazine in 0.25 l of glacial acetic acid (15 min) at 20 to 25° C. The reaction mixture was stirred for 30 min at approx. 20° C., sprayed for 1 hour with nitrogen gas at room temperature, poured into 1.25 l of ice-cold aqueous solution of 87 g of sodium hydroxide and stirred for 5 min. After extraction with ethyl acetate, the organic phase was washed with water and dried over magnesium sulfate, and the solvent was removed in vacuo. The crude product was purified by stirring in heptane. After filtration with suction and drying, 25 g (70%) of 2-amino-4-chloro-6-(1-fluoroethyl)-1,3,5-triazine were obtained as a white powder (m.p. 131° C.); 1H NMR (CDCl3): δ=1.7 (dd, 3 H), 5.4 (dq, 1 H), 6.1 (s br., 1 H), 6.7 (s br., 1H).

Aufarbeitung

  1. waitsprayed for 1 hour with nitrogen gas at room temperature
  2. stirringstirred for 5 min
  3. extractionAfter extraction with ethyl acetate
  4. washthe organic phase was washed with water
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent was removed in vacuo
  7. customThe crude product was purified
  8. stirringby stirring in heptane
  9. filtrationAfter filtration with suction
  10. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-723b383e40c342508da3f2f11da2cb75
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US07002011B1

Notizen zur Reaktion

Wird geladen…