Reaktionsgleichung
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][N:5]=[C:4]([N:10]([CH3:17])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:3]=1.C([CH:20]([C:24](Cl)=[O:25])[C:21](Cl)=[O:22])C.[O:27]1CC[CH2:29][CH2:28]1>>[CH2:28]([O:27][C:24]([C:20]1[C:21](=[O:22])[NH:1][C:2]2[N:3]=[C:4]([N:10]([CH3:17])[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)[N:5]=[CH:6][C:7]=2[C:8]=1[NH2:9])=[O:25])[CH3:29]Komponenten
4
Versuchsvorschrift
To 10 g. (0.044 moles) of 4-amino-2-(methylphenylamino)-5-pyrimidine-carbonitrile in 200 ml. of tetrahydrofuran was added 6.7 g. (0.044 moles) of ethyl malonyl chloride and then this mixture was heated at reflux for 2 hours. The reaction was then filtered and the filtercake rinsed with tetrahydrofuran. The filtrate was evaporated to dryness on a rotary evaporator. The viscous liquid residue was treated with 50 ml. of 20% NaOH and heated to boiling for 5 minutes. The resulting solid was removed by filtration. This solid was slurried in water, acidified with acetic acid and filtered. The crude product was recrystallized from 95% ethanol to give 1.05 g. of solid with m.p. 297° C. (dec.).
Aufarbeitung
- temperatureat reflux for 2 hours
- filtrationThe reaction was then filtered
- washthe filtercake rinsed with tetrahydrofuran
- customThe filtrate was evaporated to dryness on a rotary evaporator
- additionThe viscous liquid residue was treated with 50 ml
- temperatureof 20% NaOH and heated
- customThe resulting solid was removed by filtration
- filtrationfiltered
- customThe crude product was recrystallized from 95% ethanol
- customto give 1.05 g
Quellen und Nachweise
- ORD-Eintrag
- ord-1535e8895db3439889bbd7d2f7e1d29d
- Quelldatensatz
- uspto-grants-1981_03
- Patentnummer
- US04255568
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