Hydrochloric Acid → 5-(3,5-Difluoro-phenyl)-4-methyl-2,4-dihydro-[1,2,4]triazole-3-thione

HRID 639833Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 639833
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:12])[CH:11]=1)[C:5]([NH:7][NH2:8])=O.[CH3:13][N:14]=[C:15]=[S:16].C([O-])(O)=O.[Na+].Cl>CC(O)C.O>[F:1][C:2]1[CH:3]=[C:4]([C:5]2[N:14]([CH3:13])[C:15](=[S:16])[NH:8][N:7]=2)[CH:9]=[C:10]([F:12])[CH:11]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 11167Methyl isothiocyanateHCID 516892Sodium BicarbonateHCID 27369243,5-Difluorobenzohydrazide

Produkt 1

HCID 703281195-(3,5-Difluoro-phenyl)-4-methyl-2,4-dihydro-[1,2,4]triazole-3-thione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

3,5-difluorobenzohydrazide (5 g, 29 mol) and methyl isothiocyanate (2.1 g, 29 mmol) were mixed in 2-propanol (100 ml) and heated to 70° C. o.n. The reaction was cooled to r.t. and the formed precipitate was filtered off. H2O (100 mL) and NaHCO3 (4 g, 48 mmol) were added to the solid and the mixture was heated to 70° C. for 2 h. The reaction mixture was cooled to r.t., acidified with concentrated HCl and the title compound, 6.4 g (97%), was collected by filtration. LC-MS (M++1): 228

Aufarbeitung

  1. temperatureThe reaction was cooled to r.t.
  2. filtrationthe formed precipitate was filtered off
  3. temperaturethe mixture was heated to 70° C. for 2 h
  4. temperatureThe reaction mixture was cooled to r.t.
  5. filtrationthe title compound, 6.4 g (97%), was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-4151e314786346a894475e2befb8ecc6
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691892B2

Notizen zur Reaktion

Wird geladen…