반응 #1929008

반응 방정식

sulfuric acid

dimethylamine

5,6-dichloroindole

sodium chloride

formaldehyde

→

5,6-dichlorogramine

수율 89.3%

용매

DMF

water

DMF

반응 조건

후처리

1. 1
   온도was maintained below 10° C
2. 2
   workup.STIRRINGThe mixture was stirred for an additional 15 minutes
3. 3
   온도cooled to 5° C
4. 4
   workup.STIRRINGstirred for an additional hour at 5° C
5. 5
   온도to warm to room temperature
6. 6
   workup.STIRRINGstirred for 24 hrs
7. 7
   workup.ADDITIONThe mixture was then added to a reactor
8. 8
   workup.ADDITIONTo this reactor was added 10 kg
9. 9
   workup.STIRRINGthe mixture stirred for 30 minutes
10. 10
    여과Upon filtration
11. 11
    여과The precipitate was filtered
12. 12
    세척washed with water until pH=7-8
13. 13
    기타centrifuged, and dried

실험 절차

19.6 kg of 37% aqueous formaldehyde solution and 16.3 kg of DMF were added to a reactor and then the reactor was cooled to 5° C. 33.3 kg of 33% aqueous dimethylamine solution was added. The reaction mixture was stirred for an additional hour at 0-5° C. upon completion of addition. 11.8 kg of concentrated sulfuric acid was added slowly to the mixture while the temperature was maintained below 10° C. The mixture was stirred for an additional 15 minutes and cooled to 5° C. A solution of 30 kg of 5,6-dichloroindole in 30 kg of DMF was added slowly to the reactor and stirred for an additional hour at 5° C. The mixture was allowed to warm to room temperature and stirred for 24 hrs. The mixture was then added to a reactor containing a solution of 50 kg industrial sodium chloride in 1600 L water. To this reactor was added 10 kg activated carbon and the mixture stirred for 30 minutes. Upon filtration, the filtrate was adjusted to pH>12 with 20% aqueous sodium hydroxide solution. The precipitate was filtered, washed with water until pH=7-8, centrifuged, and dried to yield crude 35 kg 5,6-dichlorogramine. Recrystallization in 70% ethanol produced the pure product with melting point of 150-154° C.

출처