Diethyl Ether → HCID 66844507, Verbindung

HRID 507425Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 507425
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])[N:11]=[C:10]([C:21]([OH:23])=[O:22])[CH:9]=2)=[CH:4][CH:3]=1.[Br:24]Br.C(OCC)C.C([O-])(O)=O.[Na+]>ClCCl>[Br:24][C:9]1[C:10]([C:21]([OH:23])=[O:22])=[N:11][N:12]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[C:8]=1[C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 24408BromineHCID 516892Sodium BicarbonateHCID 14772405-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylic acid

Produkt 1

HCID 66844507HCID 66844507, VerbindungAusbeute 81,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a magnetically stirred solution of 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylic acid (20.0 g, 54.5 mmol) in dichloromethane (400 ml) was slowly added bromine (5.62 ml, 109 mmol) and the resulting mixture was reacted for 16 hours at room temperature. Diethyl ether (400 ml) and excess aqueous saturated NaHCO3 solution were successively added. The organic layer was separated, twice washed with aqueous saturated NaHCO3 solution and subsequently washed with brine, dried over MgSO4, filtered and concentrated to give 4-bromo-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-1H-pyrazole-3-carboxylic acid (19.77 gram, 81% yield). Melting point: 222-224° C.

Aufarbeitung

  1. customthe resulting mixture was reacted for 16 hours at room temperature
  2. customThe organic layer was separated
  3. washtwice washed with aqueous saturated NaHCO3 solution
  4. washsubsequently washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-f9803c18f64943a3bb1bfd7cc1df530e
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07786144B2

Notizen zur Reaktion

Wird geladen…