4,6-Dichloro-n-methylpyrimidin-2-amine → N-[4-(6-chloro-2-methylamino-pyrimidin-4-ylsulfamoyl)-phenyl]-acetamide

HRID 378264

Reaktionsgleichung

Reaktionsgleichung von HRID 378264
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH:9][CH3:10])[N:3]=1.[K].[S:12]([C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:25])[CH3:24])=[CH:18][CH:17]=1)(=[O:15])(=[O:14])[NH2:13]>CN1CCCC1=O>[Cl:8][C:6]1[N:5]=[C:4]([NH:9][CH3:10])[N:3]=[C:2]([NH:13][S:12]([C:16]2[CH:17]=[CH:18][C:19]([NH:22][C:23](=[O:25])[CH3:24])=[CH:20][CH:21]=2)(=[O:14])=[O:15])[CH:7]=1

Komponenten

4

Edukt 2

HCID 2598804,6-Dichloro-n-methylpyrimidin-2-amineHCID 70262342N-(4-sulfamoyl-phenyl)-acetamide potassium salt

Produkt 1

HCID 10808139N-[4-(6-chloro-2-methylamino-pyrimidin-4-ylsulfamoyl)-phenyl]-acetamideAusbeute 69,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

2.0 g (0.011 mol) of (4,6-dichlorpyrimidin-2-yl)-methylamine and 5.67 g (0.022 mol) N-(4-sulfamoyl-phenyl)-acetamide potassium salt were stirred in 10 ml of 1-methyl-2-pyrrolidone at 140° C. for 8 hours. Then, the solvent was distilled off in a high vacuum, the residue was partitioned in ethyl acetate/water, the inorganic phase was saturated with sodium chloride and the residual ethyl acetate dissolved in the aqueous phase was distilled off on a rotary evaporator. The aqueous phase was made acid with 1N HCl, the crystals which separated were filtered off under suction and washed with water. After drying there were obtained 2.72 g (68%) of N-[4-(6-chloro-2-methylamino-pyrimidin-4-ylsulfamoyl)-phenyl]-acetamide as beige crystals. m.p.: >240° C. (dec.).

Aufarbeitung

  1. distillationThen, the solvent was distilled off in a high vacuum
  2. customthe residue was partitioned in ethyl acetate/water
  3. dissolutionthe residual ethyl acetate dissolved in the aqueous phase
  4. distillationwas distilled off on a rotary evaporator
  5. customthe crystals which separated
  6. filtrationwere filtered off under suction
  7. washwashed with water
  8. customAfter drying there

Quellen und Nachweise

ORD-Eintrag
ord-b283926af8594e2b95ebbd94dba9fce6
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06030976

Verknüpfte Notizen

Wird geladen…