反応 #215106

反応方程式

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

guanidine hydrochloride

sodium methoxide

→

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

収率 81.0%

溶媒

ethanol

ethanol

反応条件

後処理

1. 1
   温度heated
2. 2
   温度at reflux for 1.5 hr
3. 3
   その他is continued for a total of 20 hr
4. 4
   その他Most of the ethanol is removed by vacuum distillation
5. 5
   workup.STIRRINGthe resulting residue is stirred with 1500 ml of water
6. 6
   洗浄washed well with water
7. 7
   温度cooled
8. 8
   ろ過filtered
9. 9
   洗浄washed with ethanol and with water

実験手順

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°.

出典