Reaction #2329044

Reaction equation

4-methoxy-benzoyl chloride

(4-chloro-phthalazin-1-yl)-hydrazine

compound C1

(4-chloro-phthalazin-1-yl)-hydrazine

→

title compound

Yield 54.3%

6-Chloro-3-(4-methoxy-phenyl)-[1,2,4]triazolo[3,4-a]phthalazine

Yield 54.3%

Solvents

toluene

toluene

triethylamine

Conditions

Workup

1. 1
   Temperaturecooled to ambient temperature
2. 2
   Filtrationfiltered with suction
3. 3
   Washrinsed with toluene
4. 4
   OtherThe solid is recrystallized from N,N-dimethylformamide
5. 5
   Washthe precipitate is washed with water
6. 6
   Otherdried

Procedure

6.0 g (4-chloro-phthalazin-1-yl)-hydrazine (compound C1) are suspended in a mixture of 160 ml toluene and 18 ml triethylamine at 60° C. and treated with a solution of 6.0 g 4-methoxy-benzoyl chloride in 48 ml toluene. The mixture is stirred at 110° C. for 6 h, cooled to ambient temperature, filtered with suction and rinsed with toluene. The solid is recrystallized from N,N-dimethylformamide, the precipitate is washed with water and dried to yield 5.2 g of the title compound (m.p.: 192-193° C.).

Source