Reaktion #10342

Reaktionsgleichung

di-isopropyl-ethyl-amine

4,6-dichloro-5-p-tolyl-pyrimidine

4,6-dichloro-5-(p-tolyl)-pyrimidine

4-methyl-phenyl sulfamic acid amide potassium salt

→

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

Ausbeute 62.1%

Lösungsmittel

methanol

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared from the product
2. 2
   Sonstigefollowed by evaporation of the solvent]
3. 3
   workup.ADDITIONthen poured onto water (500 ml) and diethylether (250 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 and diethylether
10. 10
    Sonstigedried

Vorschrift

To 4,6-dichloro-5-p-tolyl-pyrimidine (Referential Example 7) (2.0 g) dissolved in DMSO (35 ml) was added di-isopropyl-ethyl-amine (1.46 ml) followed by addition of 4-methyl-phenyl sulfamic acid amide potassium salt (2.78 g) [prepared from the product described in Referential Example 19 and potassium tert.-butylate in methanol followed by evaporation of the solvent]. The mixture was stirred for 48 h at rt then poured onto water (500 ml) and diethylether (250 ml) was added and the solution was stirred for 30 min. The layers were separated and the water layer was acidified with acetic acid (2.0 ml) and cooled to 0° C. for 1 h. The precipitated product was filtered off and washed with water and diethylether and dried to give 4-methyl-phenyl sulfamic acid-[6-chloro-5-(p-tolyl)-4-pyrimidinyl]-amide (2.02 g). tR=5.00 min (LC); [M+H]+=389.11 (ES+);

Quelle