반응 #433596

반응 방정식

hydrazine hydrate

hydrazine hydrate

4-[(3,4-dichloro-6-fluorophenyl)amino]-6-nitroquinazoline

ethanol

iso-propylalcohol

→

compound 2

4-[(3,4-dichloro-6-fluorophenyl)amino]-6-aminoquinazoline

용매

water

반응 조건

후처리

1. 1
   온도The reaction mixture was then cooled to 65° C.
2. 2
   온도The resulting mixture was heated up to 80–85° C.
3. 3
   온도gentle reflux
4. 4
   온도was maintained for about 15–20 minutes
5. 5
   여과Filtration and evaporation

실험 절차

A solution of 4-[(3,4-dichloro-6-fluorophenyl)amino]-6-nitroquinazoline (709 mg, 2.076 mmol) in 140 ml of 1:9:10 water:ethanol:iso-propylalcohol was heated to reflux temperature (95° C.). Additional 60 ml of the solvents mixture was added until complete dissolution. The reaction mixture was then cooled to 65° C., and 200 μl hydrazine hydrate (4.12 mmol) and 0.5 ml Raney®Nickel (in water) were added subsequently thereto. The resulting mixture was heated up to 80–85° C., additional 0.5 ml Raney®Nickel and 50 μl of hydrazine hydrate (1.03 mmol) were added, and gentle reflux was maintained for about 15–20 minutes. Filtration and evaporation gave 4-[(3,4-dichloro-6-fluorophenyl)amino]-6-aminoquinazoline (compound 2) in 83% yield. m.p.=265° C.; MS (m/z): 323.4, 325.4 (M+); Anal. calcd.: C, 52.9; H, 2.78; N, 17.33. Found: C, 52.19; H, 2.99; N, 17.14. HPLC analysis. C-18 column, 55% acetate buffer, PH=3.8/45% acetonitrile, flow=1 ml/min; r.t=6.6 minutes.

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