反応 #215113

反応方程式

potassium hydroxide

potassium iodide

2,4-diamino-5-(3'-hydroxy-4'-methoxybenzyl)pyrimidine hydrochloride

3-(p-acetamidophenylthio)propyl chloride

→

2,4-Diamino-5-{3'-[3"-(p-acetamidophenylthio)propoxy]-4-methoxybenzyl}pyrimidine

溶媒

methanol

反応条件

後処理

1. 1
   温度is heated
2. 2
   温度at reflux for 20 hr
3. 3
   温度The mixture is cooled
4. 4
   ろ過filtered
5. 5
   その他to remove a small amount of inorganic material
6. 6
   workup.ADDITIONWater, (75 ml) is added to the filtrate
7. 7
   その他the methanol is removed by vacuum distillation
8. 8
   workup.ADDITIONAfter the addition of 50 ml of methylene chloride the mixture
9. 9
   ろ過filtered
10. 10
    その他to obtain a crystalline product
11. 11
    その他After twice recrystallizing from 50% aqueous ethanol the product 2,4-diamino-5-{3'-[3"-(p-acetamidophenylthio)propoxy]-4'-methoxybenzyl}pyrimidine, weighes 1.94 g

実験手順

A mixture of 3.6 g of 2,4-diamino-5-(3'-hydroxy-4'-methoxybenzyl)pyrimidine hydrochloride, 3.4 g of 3-(p-acetamidophenylthio)propyl chloride, 3.8 ml of methanol, 12 ml of an aqueous solution containing 0.027 mole of potassium hydroxide and 0.2 g of potassium iodide is heated at reflux for 20 hr. The mixture is cooled and filtered to remove a small amount of inorganic material. Water, (75 ml) is added to the filtrate, and the methanol is removed by vacuum distillation. After the addition of 50 ml of methylene chloride the mixture is stirred for 30 min. and then filtered to obtain a crystalline product. After twice recrystallizing from 50% aqueous ethanol the product 2,4-diamino-5-{3'-[3"-(p-acetamidophenylthio)propoxy]-4'-methoxybenzyl}pyrimidine, weighes 1.94 g and has m.p. 175°-177°.

出典