Reaktion #74755

Reaktionsgleichung

HCl

2-(p-chlorobenzylidene)-1-indanone oxide

3-morpholinopropylhydrazine

acetic acid

→

cream-colored material

Ausbeute 134.7%

3-(4-Chlorophenyl)-2,4-dihydro-2-[3-(4-morpholinyl)-propyl]indeno[1,2-c]pyrazole, hydrochloride

Ausbeute 134.7%

Lösungsmittel

MeCN

EtOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeyields 20.2 g of crude base as a yellow-orange viscous syrup
2. 2
   Temperaturcooled
3. 3
   FiltrationAfter filtering a small amount of solid which
4. 4
   Sonstigehas separated
5. 5
   workup.ADDITIONthe solution is diluted to 550 ml with ether
6. 6
   TemperaturAfter cooling overnight
7. 7
   Sonstigem.p. 174°-177° (s. 80°)
8. 8
   SonstigeCrystallization from 60 ml of MeCN

Vorschrift

Interaction of 16.1 g (0.059 mole) of 2-(p-chlorobenzylidene)-1-indanone oxide and 10.0 g (0.063 mole) of 3-morpholinopropylhydrazine in 285 ml of EtOH in the presence of 9.6 ml of glacial acetic acid as described in Example 1 yields 20.2 g of crude base as a yellow-orange viscous syrup. The latter is dissolved in 150 ml of warm MeCN, cooled, and treated with 9.3 ml of 5.5 N alcoholic HCl. After filtering a small amount of solid which has separated, the solution is diluted to 550 ml with ether. On rubbing, the crystalline HCl salt rapidly separates. After cooling overnight, the pale yellow solid weighs 20.1 g (78%); m.p. 174°-177° (s. 80°). Crystallization from 60 ml of MeCN gives 17.1 g of cream-colored material; m.p. 181°-183° (s. 140°). Following recrystallization from 60 ml of MeCN, the nearly colorless product weighs 13.7 g (53%); m.p. 181°-183°.

Quelle