1-(3-Chlorophenyl)-3-(dimethylamino)-2-propen-1-one → 7-(3-Chlorophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

HRID 231502Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 231502
[Cl:1][C:2]1[CH:3]=[C:4]([C:8](=O)[CH:9]=[CH:10][N:11]([CH3:13])C)[CH:5]=[CH:6][CH:7]=1.N[C:16]1[C:20]([C:21]#[N:22])=C[NH:18][N:17]=1>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:18]3[N:17]=[CH:16][C:20]([C:21]#[N:22])=[C:13]3[N:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 7300651-(3-Chlorophenyl)-3-(dimethylamino)-2-propen-1-oneHCID 178510443HCID 178510443, Verbindung

Produkt 1

HCID 145018677-(3-Chlorophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrileAusbeute 83,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 50.0 g of 3'-chloro-3-dimethylaminoacrylophenone, 25.0 g of 3-aminopyrazole-4-carbonitrile and 500 ml of glacial acetic acid was heated at reflux for 2 hours. The mixture went into solution upon heating and a precipitate formed after one hour of refluxing. The reaction mixture was filtered and the crystals collected were triturated with saturated aqueous sodium bicarbonate, filtered and washed with water and then dried to give 49.0 g of the product of the example as colorless crystals, mp 238°-240° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. temperatureupon heating
  4. customa precipitate formed after one hour
  5. temperatureof refluxing
  6. filtrationThe reaction mixture was filtered
  7. customthe crystals collected
  8. customwere triturated with saturated aqueous sodium bicarbonate
  9. filtrationfiltered
  10. washwashed with water
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-22f74d8b701f46988c17a46b233e3e49
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04847256

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