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Hydrazine hydrate (1:1) → 9-Fluoro-1,2,4-triazolo[1,5-c]quinazoline

HRID 273778
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 273778
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][NH:6][C:5]2=S.O.[NH2:14][NH2:15].[CH:16]([O-])([O-])OC>O1CCCC1>[F:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][N:14]3[N:15]=[CH:16][N:6]=[C:5]3[C:4]=2[CH:3]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 24654Hydrazine hydrate (1:1)HCID 53629101MethylorthoformateHCID 178505457HCID 178505457, Verbindung

Produkt 1

HCID 200939089-Fluoro-1,2,4-triazolo[1,5-c]quinazoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
15 °C

Versuchsvorschrift

3. 2.9 g of crude 6-fluoro-3H-quinazoline-4-thione are suspended in 75 ml of tetrahydrofuran. 7.9 ml of hydrazine hydrate are then added at room temperature while stirring. A solution results for a short time after about 15 min., then a precipitate separates. The mixture is stirred at room temperature for 3 h., 75 ml of methyl orthoformate are then added thereto and the tetrahydrofuran is distilled off. The residual suspension is stirred at room temperature for 3 h. The reaction solution is evaporated in a vacuum. The residue is taken up in 300 ml of water, stirred at room temperature for 1 h. and then cooled to 15° C. The crystals are filtered off and dried in a vacuum, 2.9 g of crude product are obtained. 2.4 g of 9-fluoro-1,2,4-triazolo[1,5-c]quinazoline of m.p. 193°-195° C. are obtained after recrystallization from ethanol.

Aufarbeitung

  1. customA solution results for a short time after about 15 min.
  2. stirringThe mixture is stirred at room temperature for 3 h.
  3. distillationthe tetrahydrofuran is distilled off
  4. stirringThe residual suspension is stirred at room temperature for 3 h
  5. customThe reaction solution is evaporated in a vacuum
  6. stirringstirred at room temperature for 1 h.
  7. filtrationThe crystals are filtered off
  8. dry with materialdried in a vacuum, 2.9 g of crude product
  9. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-f997d2f09a4147deb1eaf493cab107f2
Quelldatensatz
uspto-grants-1995_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05387585

Notizen zur Reaktion

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