Reaktion #350299

Reaktionsgleichung

2,4-dichloro-3,5-dinitrobenzotrifluoride

1,1-dimethylhydrazine

→

desired product

Ausbeute 85.0%

N-(dimethylamino)-3-chloro-2,6-dinitro-4-trifluoromethylaniline

Ausbeute 85.0%

Lösungsmittel

cyclohexane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeround-bottom flask equipped with a stirrer
2. 2
   workup.ADDITIONwas added 7.86 g
3. 3
   Sonstigeat ambient temperature
4. 4
   workup.ADDITIONThe addition
5. 5
   workup.WAITwas continued for 22 hours at room temperature
6. 6
   FiltrationThe resultant mixture was filtered
7. 7
   workup.STIRRINGthe insoluble solid then stirred with 300 ml
8. 8
   workup.DISSOLUTIONof water for one hour to dissolve the hydrazine hydrochloride
9. 9
   SonstigeThe insoluble product was isolated by filtration
10. 10
    Waschenwashed with water
11. 11
    SonstigeRecrystallization from 95% ethanol
12. 12
    Sonstigegave 18.3 g

Vorschrift

To 20.0 g. (0.065 mole) of 2,4-dichloro-3,5-dinitrobenzotrifluoride and 300 ml. of cyclohexane in a 500 ml. round-bottom flask equipped with a stirrer and dropping funnel was added 7.86 g. (0.13 mole) of 1,1-dimethylhydrazine at ambient temperature. The addition was drop-wise over a period of about 20 minutes. Stirring was continued for 22 hours at room temperature. The resultant mixture was filtered and the insoluble solid then stirred with 300 ml. of water for one hour to dissolve the hydrazine hydrochloride. The insoluble product was isolated by filtration and washed with water. Recrystallization from 95% ethanol gave 18.3 g. (85%) of the desired product as a yellow solid, m.p. 130°-131° C.

Quelle