Reacción #74755

Ecuación de reacción

HCl

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

3-morpholinopropylhydrazine

acetic acid

→

cream-colored material

Rendimiento 134.7%

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

Rendimiento 134.7%

Disolventes

MeCN

EtOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroyields 20.2 g of crude base as a yellow-orange viscous syrup
2. 2
   Temperaturacooled
3. 3
   FiltraciónAfter filtering a small amount of solid which
4. 4
   Otrohas separated
5. 5
   workup.ADDITIONthe solution is diluted to 550 ml with ether
6. 6
   TemperaturaAfter cooling overnight
7. 7
   Otrom.p. 174°-177° (s. 80°)
8. 8
   OtroCrystallization from 60 ml of MeCN

Procedimiento

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°.

Fuente