반응 #215106

반응 방정식

3-benzyloxy-4-methoxy-β-cyano-N-phenylcinnamylamine

guanidine hydrochloride

sodium methoxide

→

2,4-diamino-5-(3-benzyloxy-4-methoxybenzyl)pyrimidine

수율 81.0%

용매

ethanol

ethanol

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도at reflux for 1.5 hr
3. 3
   기타is continued for a total of 20 hr
4. 4
   기타Most of the ethanol is removed by vacuum distillation
5. 5
   workup.STIRRINGthe resulting residue is stirred with 1500 ml of water
6. 6
   세척washed well with water
7. 7
   온도cooled
8. 8
   여과filtered
9. 9
   세척washed with ethanol and with water

실험 절차

75 Grams (0.5 mole) of crude 3-benzyloxy-4-methoxy-β-cyano-N-phenylcinnamylamine is added to a suspension made by stirring 40 g (0.42 mole) of guanidine hydrochloride with 27.5 g (0.51 mole) of sodium methoxide in 320 ml of ethanol. The reaction mixture is stirred and heated at reflux for 1.5 hr., after which the mixture becomes quite thick. An additional 320 ml of ethanol is added, and the refluxing is continued for a total of 20 hr. Most of the ethanol is removed by vacuum distillation, the resulting residue is stirred with 1500 ml of water and washed well with water. The crude moist product is digested with 250 ml of hot ethanol, cooled, filtered, and washed with ethanol and with water to yield 55 g (81%) of 2,4-diamino-5-(3-benzyloxy-4-methoxybenzyl)pyrimidine, m.p. 210°-212°.

출처