Реакция #484056

Уравнение реакции

Z-4-(3,4-dichlorophenyl)-2-[2-(4-methylpiperazin-1-yl)-benzylidene]-thiomorpholin-3-one

citric acid

→

title compound

Выход 88.0%

(Z)-4-(3,4-dichlorophenyl)-2-[2-(4-methylpiperazin-1-yl)-benzylidene]-thiomorpholin-3-one citrate

Выход 88.0%

Растворители

isopropanol

Условия реакции

Обработка

1. 1
   ТемператураTo an appropriate speck-free flask maintained under a nitrogen atmosphere
2. 2
   ДругоеA slurry formed
3. 3
   Температураwas heated
4. 4
   Другоеaffording a solution at approximately 70° C
5. 5
   ТемператураThe solution was further heated
6. 6
   Температураat reflux for 0.5 hours
7. 7
   Фильтрацияfiltered hot
8. 8
   ТемператураThe filtrate was slowly cooled to 50-55° C. over 0.45 hours
9. 9
   Температураmaintained at 50-55° C. for 1 hour
10. 10
    ТемператураThe slurry was cooled further to 0-5° C.
11. 11
    Фильтрацияfiltered
12. 12
    ПромывкаThe white crystalline solid was washed with 50% aqueous isopropanol (50 mL)
13. 13
    Другоеdried at reduced pressure overnight

Методика

To an appropriate speck-free flask maintained under a nitrogen atmosphere, add Z-4-(3,4-dichlorophenyl)-2-[2-(4-methylpiperazin-1-yl)-benzylidene]-thiomorpholin-3-one (23.2 g, 51.8 mmol), citric acid (10.4 g, 54.4 mmol), and 603 mL of a speck-free aqueous isopropanol solution (1:1 v/v). A slurry formed and was heated to reflux (83-84° C.) affording a solution at approximately 70° C. The solution was further heated at reflux for 0.5 hours and then filtered hot. The filtrate was slowly cooled to 50-55° C. over 0.45 hours and then maintained at 50-55° C. for 1 hour. The slurry was cooled further to 0-5° C., granulated for 1-2 hours, and then filtered. The white crystalline solid was washed with 50% aqueous isopropanol (50 mL) and then dried at reduced pressure overnight to afford 29.1 grams of the title compound (88% yield).

Источник