Reaktion #1856141

Reaktionsgleichung

NaOH

4-[3-(4-formyl-1-piperazinyl)propylamino]benzylcyanide

5-nitroso-2,4,6-triamino-pyrimidine

sodium-(2-ethoxy-ethoxide)

→

title compound

Ausbeute 64.8%

6-[4-[3-(1-Piperazinyl)propylamino]phenyl]-2,4,7-triamino-pteridine

Ausbeute 64.8%

Lösungsmittel

ether

2-ethoxyethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for 3 hours
2. 2
   workup.STIRRINGstirring
3. 3
   Temperaturunder reflux
4. 4
   TemperaturAfter cooling the mixture
5. 5
   SonstigeThe separated precipitate was collected
6. 6
   Waschenwashed with ether
7. 7
   Trocknenwith water and dried

Vorschrift

A mixture of 4-[3-(4-formyl-1-piperazinyl)propylamino]benzylcyanide (1.15 g, 4.0 mmol), 5-nitroso-2,4,6-triamino-pyrimidine (0.56 g, 3.6 mmol) and 0.2N sodium-(2-ethoxy-ethoxide) in 2-ethoxyethanol (18 ml) was stirred under reflux for 3 hours, then NaOH (0.14 g, 3.5 mmol) was added and stirring under reflux was continued for further 2.5 hours. After cooling the mixture was diluted with 100 ml of ether. The separated precipitate was collected, washed with ether, then with water and dried to afford the title compound (0.92 g) as a yellow powder, yield: 64.8%. The above product was dissolved in a hot solution of L(+)-tartaric. acid (0.75 g, 5 mmol) in water (6 ml) and after cooling the mixture was diluted with methanol (6 ml). The separated crystals were collected, washed with methanol and dried to give the ditartrate of the title compound, mp. 170°-178° C. Yield of the salt formation: 51.9%.

Quelle