Sodium Hydroxide → 2-[(3-Chloro-2-fluorobenzyl)thio]-4,6-pyrimidinediol

HRID 424674Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 424674
[SH:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[N:3]=1.[OH-].[Na+].[F:12][C:13]1[C:20]([Cl:21])=[CH:19][CH:18]=[CH:17][C:14]=1[CH2:15]Br>C(O)C.O>[Cl:21][C:20]1[C:13]([F:12])=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][S:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[N:3]=1

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 5228271-(Bromomethyl)-3-chloro-2-fluorobenzeneHCID 178516656HCID 178516656, Verbindung

Produkt 1

HCID 1785166532-[(3-Chloro-2-fluorobenzyl)thio]-4,6-pyrimidinediol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittel2×HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a slurry of 2-mercapto-4,6-pyrimidinediol (64.6 g) in ethanol (387 ml) and H2O (387 ml) was added sodium hydroxide (18 g) in H2O (82 ml) Causing almost a complete solution to form. 2-Fluoro-3-chloro-benzylbromide (100 g) in ethanol (82 ml) was then added dropwise over 30 min causing a thick precipitate to form. Stirring was continued for a further 4 h and the whole then cooled to 0° C. before filtering the white solid formed and then washing with water. The collected solid was dried in vacuo at 50° C. for 48 h leaving the subtitle compound as a white solid. Yield: 125.7 g.

Aufarbeitung

  1. customto form
  2. customto form
  3. filtrationbefore filtering the white solid
  4. customformed
  5. washwashing with water
  6. customThe collected solid was dried in vacuo at 50° C. for 48 h

Quellen und Nachweise

ORD-Eintrag
ord-ec5234dcedbf42319215a712740913bb
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08106063B2

Notizen zur Reaktion

Wird geladen…