Ammonia → 2-[4-(4-Oxo-1,4-dihydropyridin-1-yl)phenyl]-4H,6H-1,3,4-thiadiazin-5-one

HRID 5799

Reaktionsgleichung

Reaktionsgleichung von HRID 5799
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.O1[CH:20]=[CH:19][C:18](=[O:21])[CH:17]=[CH:16]1.Cl.N>O>[O:21]=[C:18]1[CH:19]=[CH:20][N:1]([C:2]2[CH:3]=[CH:4][C:5]([C:8]3[S:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=3)=[CH:6][CH:7]=2)[CH:16]=[CH:17]1

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 79684H-pyran-4-oneHCID 150456452-(4-aminophenyl)-4H,6H-1,3,4-thiadiazin-5-one

Produkt 1

HCID 197942152-[4-(4-Oxo-1,4-dihydropyridin-1-yl)phenyl]-4H,6H-1,3,4-thiadiazin-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A stirred mixture of 2-(4-aminophenyl)-4H,6H-1,3,4-thiadiazin-5-one (1.0 g), 4H-pyran-4-one (0.51 g), water (20 ml) and concentrated hydrochloric acid (0.42 ml), was heated under reflux for 3 hours. The warm solution was neutralised with concentrated aqueous ammonia and cooled to give a solid, 1.33 g. Recrystallisation from methanol gave the title compound, 0.89 g, m.p. 289°-291° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. temperaturecooled
  4. customto give a solid, 1.33 g
  5. customRecrystallisation from methanol

Quellen und Nachweise

ORD-Eintrag
ord-4206414e65394297bb38130b22a09378
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246928

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