반응 #69645

반응 방정식

4-amino-2,5,6-trichloropyrimidine

4-amino-benzonitrile

1-methyl-2-pyrrolidinone

HCl

1-methyl-2-pyrrolidinone

→

4-[(4-amino-5,6-dichloro-2-pyrimidinyl)amino]benzonitrile

수율 6.8%

용매

diethylether

ether

1,4-Dioxane

반응 조건

후처리

1. 1
   온도The mixture was refluxed
2. 2
   온도cooled
3. 3
   여과filtered
4. 4
   기타The filtrate was evaporated
5. 5
   workup.DISSOLUTIONThe residue was dissolved in CH2Cl2
6. 6
   세척washed with 1 N NaOH
7. 7
   여과filtered
8. 8
   workup.DISSOLUTIONThe solid was dissolved in 2-propanone
9. 9
   기타evaporated onto silica gel
10. 10
    기타chromatographed
11. 11
    기타The pure fractions were collected
12. 12
    기타the solvent was evaporated

실험 절차

To a flask under Argon was added 4-amino-2,5,6-trichloropyrimidine (0.08564 mol), 4-amino-benzonitrile (0.1071 mol), 1-methyl-2-pyrrolidinone (17 ml) and HCl in diethylether (1M; 85.6 ml). The mixture was placed in an oil bath at 130° C. under a stream of nitrogen until the ether was gone. An additional 10 ml of 1-methyl-2-pyrrolidinone was added. The mixture was heated at 145° C. for 16 hours under argon. 1,4-Dioxane was added. The mixture was refluxed, cooled, then filtered. The filtrate was evaporated. The residue was dissolved in CH2Cl2, washed with 1 N NaOH, then filtered. The solid was dissolved in 2-propanone, evaporated onto silica gel, and chromatographed using 1-3% 2-propanone in hexane as eluent. The pure fractions were collected and the solvent was evaporated, yielding 1.63 g (6.8%) of 4-[(4-amino-5,6-dichloro-2-pyrimidinyl)amino]benzonitrile (interm. 12).

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