Hydrochloric Acid → 1-Hydroxyfluromidine

HRID 371660Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 371660
[Cl:1][C:2]1[CH:3]=[C:4]([N+:15]([O-:17])=O)[C:5]([NH:8][C:9](=O)[C:10]([F:13])([F:12])[F:11])=[N:6][CH:7]=1.Cl.O>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[N:15]([OH:17])[C:9]([C:10]([F:13])([F:12])[F:11])=[N:8][C:5]2=[N:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 20355442N-(5-Chloro-3-nitropyridin-2-yl)-2,2,2-trifluoroacetamide

Produkt 1

HCID 30824181-Hydroxyfluromidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

5-Chloro-3-nitro-2-(trifluoroacetamido)pyridine (2.7 grams), anhydrous stannous chloride (3.8 grams), and 4.0 milliliters of concentrated hydrochloric acid were mixed in 20 milliliters of acetic acid. The mixture was cooled to temperatures of 0°-10° C. and maintained thereat for 15 minutes. Water (50 milliliters) was then added to the reaction mixture, and the desired 6-chloro-1-hydroxy-2-(trifluoromethyl)imidazo(4,5-b)pyridine product precipitated. It was separated and dried. The yield was 1.3 grams, 55 percent. The product so obtained melted at 264°-66° C.

Aufarbeitung

  1. temperatureThe mixture was cooled to temperatures of 0°-10° C.
  2. temperaturemaintained
  3. customthe desired 6-chloro-1-hydroxy-2-(trifluoromethyl)imidazo(4,5-b)pyridine product precipitated
  4. customIt was separated
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f371e5cacc8f42ffa6b73756eb9ecc71
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04087432

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