2',5'-Dichloro-3-dimethylaminoacrylophenone → 7-(2,5-Dichlorophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 231526

Reaktionsgleichung

Reaktionsgleichung von HRID 231526
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9](=O)[CH:10]=[CH:11][N:12]([CH3:14])C.N[C:17]1[C:21]([C:22]#[N:23])=C[NH:19][N:18]=1>C(O)(=O)C.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]1[N:19]2[N:18]=[CH:17][C:21]([C:22]#[N:23])=[C:14]2[N:12]=[CH:11][CH:10]=1

Komponenten

5

Edukt 2

HCID 28062062',5'-Dichloro-3-dimethylaminoacrylophenoneHCID 178510443HCID 178510443, Verbindung

Produkt 1

HCID 145018747-(2,5-Dichlorophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrileAusbeute 92,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 98.3 g of 2',5'-dichloro-3-dimethylaminoacrylophenone and 43.5 g of 3-aminopyrazole-4-carbonitrile in one liter of glacial acetic acid was heated at reflux for 63/4 hours. The reaction mixture was cooled and diluted with water to provide a precipitate which was collected, washed with water and dried in vacuo to give 107.6 g of 7-(2,5-dichlorophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile as pale yellow crystals, mp 202°-204° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 63/4 hours
  3. temperatureThe reaction mixture was cooled
  4. customto provide a precipitate which
  5. customwas collected
  6. washwashed with water
  7. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-436e2c460fc44074b5d41b95bacf20f0
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04847256

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