Reaktion #10343

Reaktionsgleichung

di-isopropyl-ethyl-amine

4,6-dichloro-5-(4-chloro-phenyl)-pyrimidine

benzyl sulfamic acid amide potassium salt

→

benzyl sulfamic acid-[6-chloro-5-(p-chloro-phenyl)-4-pyrimidinyl]-amide

Ausbeute 44.1%

Lösungsmittel

methanol

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared from the product
2. 2
   Sonstigefollowed by the evaporation of the solvent]
3. 3
   workup.ADDITIONthen poured onto water (300 ml) and diethylether (120 ml)
4. 4
   workup.ADDITIONwas added
5. 5
   workup.STIRRINGthe solution was stirred for 30 min
6. 6
   SonstigeThe layers were separated
7. 7
   Temperaturcooled to 0° C. for 1 h
8. 8
   FiltrationThe precipitated product was filtered off
9. 9
   Waschenwashed with water
10. 10
    Sonstigerecrystallized from methanol

Vorschrift

To 4,6-dichloro-5-(4-chloro-phenyl)-pyrimidine (Referential Example 9) (2.59 g) dissolved in DMSO (14 ml) was added di-isopropyl-ethyl-amine (1.8 ml) followed by the addition of benzyl sulfamic acid amide potassium salt (2.25 g) [prepared from the product described in Referential Example 22 and potassium tert.-butylate in methanol followed by the evaporation of the solvent]. The mixture was stirred for 24 h at rt then poured onto water (300 ml) and diethylether (120 ml) was added and the solution was stirred for 30 min. The layers were separated and the water layer was acidified with solid citric acid (pH=3) and cooled to 0° C. for 1 h. The precipitated product was filtered off, washed with water and recrystallized from methanol to give benzyl sulfamic acid-[6-chloro-5-(p-chloro-phenyl)-4-pyrimidinyl]-amide (1.8 g). tR=4.94 min (LC); [M+H]+410.90 (ES+);

Quelle