Reaktion #990728

Reaktionsgleichung

1-hydrazino-3-methyl-2-butanol

3-(p-chlorobenzoyl)-propanoic acid

toluene

→

2-(2-hydroxy-3-methylbutyl)-6-(p-chlorophenyl)4,5-dihydropyridazine-3(2H)-one

Ausbeute 92.1%

Lösungsmittel

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeequipped with a condenser
2. 2
   Sonstigeis collected in the Dean-Stark tube
3. 3
   WaschenThe toluene solution is washed with 50 milliliters of 2 N sodium hydroxide solution, 25 ml
4. 4
   TrocknenThe toluene layer is then dried with anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe solid obtained
8. 8
   Sonstigeis crystallized from methylene chloride-petroleum ether

Vorschrift

A mixture of 9.5 grams (0.085 mol) of 1-hydrazino-3-methyl-2-butanol, 14.4 grams (0.070 mol) of 3-(p-chlorobenzoyl)-propanoic acid and 100 milliliters of toluene are stirred in a flask equipped with a condenser and Dean-Stark water collecting apparatus at reflux for about 2.0 hours during which 2.8 milliliters of water is collected in the Dean-Stark tube. The toluene solution is washed with 50 milliliters of 2 N sodium hydroxide solution, 25 ml. of 2 N hydrochloric acid and then water. The toluene layer is then dried with anhydrous magnesium sulfate, filtered and concentrated in vacuo. The solid obtained is crystallized from methylene chloride-petroleum ether to yield 19.0 grams of 2-(2-hydroxy-3-methylbutyl)-6-(p-chlorophenyl)4,5-dihydropyridazine-3(2H)-one, (m.p. 90°-92° C.)

Quelle