反応 #631842

反応方程式

4,5-bis-(p-methoxyphenyl)-thiazoline-2-thione

bromoacetaldehyde-dimethylacetal

→

2-[4,5-bis-(p-methoxyphenyl)-thiazol-2-ylthio]-acetaldehyde-dimethylacetal

溶媒

sodium hydroxide

反応条件

後処理

1. 1
   温度the mixture is heated to 80°
2. 2
   workup.STIRRINGThe mixture is stirred at 80° for 2.5 hours
3. 3
   抽出extracted
4. 4
   workup.STIRRINGby shaking with 100 ml of toluene
5. 5
   その他the organic layer is removed
6. 6
   workup.STIRRINGthe aqueous phase is subsequently shaken with 50 ml of toluene
7. 7
   洗浄washed twice with 30 ml of 2 N sodium hydroxide solution each time
8. 8
   乾燥with 30 ml of 2 N hydrochloric acid, dried over magnesium sulphate
9. 9
   濃縮concentrated by evaporation under reduced pressure
10. 10
    その他carefully dried
11. 11
    その他The crude product is crystallised from hexane/methanol (50 ml+5 ml)

実験手順

15.0 g of 4,5-bis-(p-methoxyphenyl)-thiazoline-2-thione are dissolved in 50 ml of 2 N sodium hydroxide solution, 15.4 g of bromoacetaldehyde-dimethylacetal (2,2-dimethoxy-1-bromoethane) are added under nitrogen and the mixture is heated to 80° while stirring. The mixture is stirred at 80° for 2.5 hours, cooled to room temperature, extracted by shaking with 100 ml of toluene, the organic layer is removed and the aqueous phase is subsequently shaken with 50 ml of toluene. The organic phases are combined, washed twice with 30 ml of 2 N sodium hydroxide solution each time and then with 30 ml of 2 N hydrochloric acid, dried over magnesium sulphate, concentrated by evaporation under reduced pressure and carefully dried. The crude product is crystallised from hexane/methanol (50 ml+5 ml). 2-[4,5-bis-(p-methoxyphenyl)-thiazol-2-ylthio]-acetaldehyde-dimethylacetal having a melting point of 60°-61° is obtained.

出典