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HCID 3042017, Verbindung → HCID 18919350, Verbindung

HRID 1290815
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1290815
[Cl:1][CH:2]=[CH:3][C:4](=O)[CH2:5]Cl.ClC=CC(=O)C(C)C.[NH2:16][C:17]1[N:21]=[CH:20][NH:19][N:18]=1>C(O)(=O)C>[Cl:1][CH2:2][C:3]1[N:18]2[N:19]=[CH:20][N:21]=[C:17]2[N:16]=[CH:5][CH:4]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 3042017HCID 3042017, VerbindungHCID 53421801HCID 53421801, VerbindungHCID 178418311HCID 178418311, Verbindung

Produkt 1

HCID 18919350HCID 18919350, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

1,4-Dichloro-1-buten-3-one (10.9 g) (prepared in a manner analogous to the preparation of 1-chloro-4-methyl-1-penten-3-one described in Example 20 below), 3-amino-1,2,4-triazole (6.5 g) and glacial acetic acid were heated under reflux for 1 hour and 30 minutes. The reaction mixture was poured onto ice and extracted with dichloromethane. The organic layer was dried over magnesium sulphate and the solvent was evaporated to give a solid. The crude product was purified by flash chromatography using as eluent a mixture of dichloromethane and ethanol (in the ratio 97:3 respectively), followed by recrystallisation from tetrachloromethane, to give 7-chloromethyl-1,2,4-triazolo[1,5-a]pyrimidine. Yield 10.15 g.

Aufarbeitung

  1. temperaturewere heated
  2. temperatureunder reflux for 1 hour and 30 minutes
  3. additionThe reaction mixture was poured onto ice
  4. extractionextracted with dichloromethane
  5. dry with materialThe organic layer was dried over magnesium sulphate
  6. customthe solvent was evaporated
  7. customto give a solid
  8. customThe crude product was purified by flash chromatography
  9. additiona mixture of dichloromethane and ethanol (in the ratio 97:3 respectively),
  10. customfollowed by recrystallisation from tetrachloromethane

Quellen und Nachweise

ORD-Eintrag
ord-026c8a65562c4e2b93e9ac28749e2220
Quelldatensatz
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05753665

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