Hydrochloric Acid → 4-methyl-5-(pyridin-3-yl)-4H-1,2,4-triazole-3-thiol

HRID 639830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 639830
[C:1]([NH:9][NH2:10])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[CH3:11][N:12]=[C:13]=[S:14].C([O-])(O)=O.[Na+].Cl>CC(O)C.O>[CH3:11][N:12]1[C:1]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=2)=[N:9][NH:10][C:13]1=[S:14]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 11112Nicotinic acid, hydrazideHCID 11167Methyl isothiocyanateHCID 516892Sodium Bicarbonate

Produkt 1

HCID 7575824-methyl-5-(pyridin-3-yl)-4H-1,2,4-triazole-3-thiol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Nicotinohydrazide (10 g, 73 mmol) and methyl isothiocyanate (5.6 g, 76 mmol) were mixed in 2-propanol (150 ml) and heated to 70° C. o.n. The reaction was cooled to r.t. and evaporated to dryness. H2O (180 mL) and NaHCO3 (12.8 g, 152 mmol) were added to the residue and the mixture was refluxed o.n. The reaction mixture was cooled to r.t., acidified with concentrated HCl and the title compound, 13.1 g (93%), was collected by filtration. LC-MS (M++1): 193

Aufarbeitung

  1. temperatureThe reaction was cooled to r.t.
  2. customevaporated to dryness
  3. temperaturethe mixture was refluxed o.n
  4. temperatureThe reaction mixture was cooled to r.t.
  5. filtrationthe title compound, 13.1 g (93%), was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-6bdeeec6ea7f4e14b5c0781491d9c896
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691892B2

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