Aluminum(III) Chloride → 6-(6-chloropyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one

HRID 469296

Reaktionsgleichung

Reaktionsgleichung von HRID 469296
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8](Cl)=[O:9])[CH:3]=1.[Cl-].[Cl-].[Cl-].[Al+3].[CH3:15][C:16]1[C:21]2[NH:22][C:23](=[O:25])[O:24][C:20]=2[CH:19]=[CH:18][CH:17]=1>>[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([C:8]([C:18]2[CH:17]=[C:16]([CH3:15])[C:21]3[NH:22][C:23](=[O:25])[O:24][C:20]=3[CH:19]=2)=[O:9])[CH:3]=1

Komponenten

4

Edukt 3

HCID 6451240Aluminum(III) ChlorideHCID 127093364-Methyl-3H-benzooxazol-2-oneHCID 184220986-Chloropyrimidine-4-carbonyl chloride

Produkt 1

HCID 581812066-(6-chloropyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A well stirred mixture of 2.34 g (13.2 mmol) 6-chloropyrimidine-4-carboxylic acid chloride, 8.00 g (60.0 mmol) aluminium trichloride and 1.79 g (12.0 mmol) 4-methyl-3H-benzoxazol-2-one was heated to 130° C. for 1.5 h. After cooling to RT the mixture was decomposed with ice water, then extracted with ethyl acetate, the organic phase was dried on sodium sulphate and evaporated down i. vac. The crude product left as a solid was triturated with diethyl ether, suction filtered and dried in the air.

Aufarbeitung

  1. temperatureAfter cooling to RT the mixture
  2. extractionextracted with ethyl acetate
  3. customthe organic phase was dried on sodium sulphate
  4. customevaporated down i
  5. waitThe crude product left as a solid
  6. customwas triturated with diethyl ether, suction
  7. filtrationfiltered
  8. customdried in the air

Quellen und Nachweise

ORD-Eintrag
ord-c961173ac0b74a0d908d78f18e71632f
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08629137B2

Verknüpfte Notizen

Wird geladen…