반응 #78162

반응 방정식

4-(4-pyridylmethyl)-1(2H)-phthalazinone

phosphorus pentoxide

triethylamine hydrochloride

3-chloro-4-fluoroaniline

sodium hydroxide

→

Title compound

1-(3-Chloro-4-fluoroanilino)-4-(4-pyridylmethyl)phthalazine

용매

water

dichloromethane

반응 조건

후처리

1. 1
   온도is heated
2. 2
   기타has formed
3. 3
   workup.STIRRINGthe reaction mixture stirred for a further 3 h at 200° C
4. 4
   온도After cooling to RT
5. 5
   기타the hyalinocrystalline reaction mixture
6. 6
   workup.STIRRINGwith intensive stirring
7. 7
   기타sonication
8. 8
   세척The organic phase washed with water
9. 9
   건조dried over sodium sulfate
10. 10
    농축is concentrated by evaporation
11. 11
    기타the residue recrystallized from acetate

실험 절차

A mixture of 1.42 g (10 mmol) phosphorus pentoxide, 1.38 g (10 mmol) triethylamine hydrochloride, and 1.46 g (10 mmol) 3-chloro-4-fluoroaniline is heated and stirred in a nitrogen atmosphere at 200° C. until a homogeneous melt has formed. To the melt, 0.593 g (2.5 mmol) 4-(4-pyridylmethyl)-1(2H)-phthalazinone is added and the reaction mixture stirred for a further 3 h at 200° C. After cooling to RT, the hyalinocrystalline reaction mixture is distributed between 150 ml dichloromethane and a mixture of 10 ml water and 20 ml 2N sodium hydroxide solution with intensive stirring and sonication. The organic phase washed with water and dried over sodium sulfate is concentrated by evaporation and the residue recrystallized from acetate. Title compound is obtained after a second recrystallization from methanol/water and drying under HV (8 h at 100° C.); m.p. 185-187° C.; ESI-MS: (M+H)+=365.

출처