1,4-Dibromobutane → Lesopitron

HRID 1735495Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1735495
[N:1]1([C:7]2[N:12]=[CH:11][CH:10]=[CH:9][N:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[CH2:14][CH2:15][CH2:16][CH2:17]Br.C([O-])([O-])=O.[K+].[K+].[Cl:25][C:26]1[CH:27]=[N:28][NH:29][CH:30]=1>CN(C)C=O>[Cl:25][C:26]1[CH:27]=[N:28][N:29]([CH2:14][CH2:15][CH2:16][CH2:17][N:4]2[CH2:5][CH2:6][N:1]([C:7]3[N:8]=[CH:9][CH:10]=[CH:11][N:12]=3)[CH2:2][CH2:3]2)[CH:30]=1

Komponenten

6

Edukt 4

HCID 80561,4-DibromobutaneHCID 11430Potassium CarbonateHCID 275241H-Pyrazole, 4-chloro-HCID 887471-(2-Pyrimidinyl)piperazine

Produkt 1

HCID 60813Lesopitron

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a mixture of 2- (1-piperazinyl)pyrimidine (32.8 g; 0.2 mol), 1,4-dibromobutane (47.5 g; 0.22 mol) and K2CO3 (69 g; 0.5 tool) in 400 ml of dimethylformamide is added 4 -chloropyrazole (20.5 g; 0.2 mol), and the mixture is held at the reflux for 17 hours. The reaction mixture is filtered hot and evaporated to dryness. The residue is dissolved in HCl, washed with CHCl3, rendered alkaline with dilute NaOH and extracted in basic medium with CHCl3. The organic phase is then dried and subsequently evaporated to dryness, and 61 g (95%) of 2-{4-[4-(4-chloro-1-pyrazolyl)butyl]-1-piperazinyl}pyrimidine are obtained.

Aufarbeitung

  1. temperaturereflux for 17 hours
  2. filtrationThe reaction mixture is filtered hot
  3. customevaporated to dryness
  4. dissolutionThe residue is dissolved in HCl
  5. washwashed with CHCl3
  6. extractionextracted in basic medium with CHCl3
  7. customThe organic phase is then dried
  8. customsubsequently evaporated to dryness, and 61 g (95%) of 2-{4-[4-(4-chloro-1-pyrazolyl)butyl]-1-piperazinyl}pyrimidine
  9. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-a8049e01f1284a618ec5125c334fa334
Quelldatensatz
uspto-grants-1996_07
Patentnummer
US05536836

Notizen zur Reaktion

Wird geladen…