反応 #3874

反応方程式

hydrochloric acid

LiOH.H2O

2,2-difluoro-4-amino-1,3-benzodioxole

2,4-dinitro-6-trifluoromethylchlorobenzene

→

2,2-difluoro-4-[2',4'-dinitro-6'-(trifluoromethyl)anilino]-1,3-benzodioxole

溶媒

dimethyl sulfoxide

water

dimethyl sulfoxide

反応条件

後処理

1. 1
   その他the resultant reaction mixture
2. 2
   workup.STIRRINGis stirred at 0° C. for 20 minutes
3. 3
   workup.WAITAfter 5 hours
4. 4
   抽出extracted several times with diethyl ether
5. 5
   洗浄The combined ether phases are washed three times with a 5% solution of sodium carbonate
6. 6
   乾燥with 5% hydrochloric acid and dried over sodium sulfate
7. 7
   その他the solvent is evaporated off in vacuo
8. 8
   その他are recrystallised in toluene

実験手順

20.8 g of LiOH.H2O are added at 0° C. to a solution of 24.5 g of 2,2-difluoro-4-amino-1,3-benzodioxole in 70 ml of dimethyl sulfoxide. The mixture is then stirred for 20 minutes. Subsequently, a solution of 38.3 g of 2,4-dinitro-6-trifluoromethylchlorobenzene in 70 ml of dimethyl sulfoxide is added, and the resultant reaction mixture is stirred at 0° C. for 20 minutes and then heated to room temperature. After 5 hours, the mixture is poured into 350 ml of water, acidified with dilute hydrochloric acid and extracted several times with diethyl ether. The combined ether phases are washed three times with a 5% solution of sodium carbonate and then with 5% hydrochloric acid and dried over sodium sulfate, and the solvent is evaporated off in vacuo. The residue comprises 51.6 g of orange-brown crystals which are recrystallised in toluene. Yield: 41.6 g; melting point: 144°-146° C.

出典