Hydrochloric Acid → 2-[2-chloro-4-fluoro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]pyridine-5-diazonium tetrafluoroborate

HRID 1090984Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1090984
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[C:10]([Cl:26])=[CH:11][C:12]([F:25])=[C:13]([N:15]3[C:19](=[O:20])[N:18]([CH:21]([F:23])[F:22])[C:17]([CH3:24])=[N:16]3)[CH:14]=2)=[N:6][CH:7]=1.Cl.[N:28]([O-])=O.[Na+].[F:32][B-:33]([F:36])([F:35])[F:34].[Na+]>O>[F:32][B-:33]([F:36])([F:35])[F:34].[Cl:26][C:10]1[CH:11]=[C:12]([F:25])[C:13]([N:15]2[C:19](=[O:20])[N:18]([CH:21]([F:22])[F:23])[C:17]([CH3:24])=[N:16]2)=[CH:14][C:9]=1[O:8][C:5]1[CH:4]=[CH:3][C:2]([N+:1]#[N:28])=[CH:7][N:6]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 4343483Sodium TetrafluoroborateHCID 199122051-[5-(5-aminopyridin-2-yloxy)-4-chloro-2-fluorophenyl]-4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-oneHCID 23668193Sodium Nitrite

Produkt 1

HCID 199122182-[2-chloro-4-fluoro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]pyridine-5-diazonium tetrafluoroborateAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel4×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred mixture of 3.9 g (0.010 mole) of 1-[5-(5-aminopyridin-2-yloxy)-4-chloro-2-fluorophenyl]-4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one in 10 mL of water was added 5.0 mL of concentrated hydrochloric acid. The mixture was cooled in an ice water bath, and a solution of 0.76 g (0.011 mole) of sodium nitrite in 1.4 mL of water was added portionwise. The resultant mixture was stirred at 0° C. for 30 minutes, and a solution of 1.5 g (0.014 mole) of sodium tetrafluoroborate in 5 mL of water was added portionwise. An additional 5 mL of water was added, and the reaction mixture was stirred at 0° C. for 45 minutes. The mixture was filtered, and the filter cake was rinsed with ice water followed by diethyl ether. The filter cake was dried under reduced pressure to yield 4.7 g of 2-[2-chloro-4 -fluoro-5-(4-difluoromethyl-4,5-dihydro -3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)phenoxy]pyridine-5-diazonium tetrafluoroborate.

Aufarbeitung

  1. temperatureThe mixture was cooled in an ice water bath
  2. filtrationThe mixture was filtered
  3. washthe filter cake was rinsed with ice water
  4. customThe filter cake was dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d7948bcf10d048838df6d427ac40076c
Quelldatensatz
uspto-grants-1992_01
Patentnummer
US05084085

Notizen zur Reaktion

Wird geladen…