Iodoethane → 4-Ethyl-8-(3-(trifluoromethyl)phenyl)-3H,6H-1,4,5a,8a-tetraazaacenaphthylene-3,5(4H)-dione

HRID 2050513

반응식

HRID 2050513 반응식
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:4]=[C:5]([C:9]2[N:19]3[C:20]4[N:12]([C:13](=[O:22])[NH:14][C:15](=[O:21])[C:16]=4[CH:17]=[N:18]3)[CH2:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].I[CH2:28][CH3:29]>CN(C)C=O.C(Cl)(Cl)Cl>[CH2:28]([N:14]1[C:13](=[O:22])[N:12]2[C:20]3[N:19]([C:9]([C:5]4[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:23])[F:24])[CH:4]=4)=[CH:10][CH2:11]2)[N:18]=[CH:17][C:16]=3[C:15]1=[O:21])[CH3:29]

참가 물질

6

반응물 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 150440768-(3-(Trifluoromethyl)phenyl)-3H,6H-1,4,5a,8a-tetraazaacenaphthylene-3,5(4H)-dione

생성물 1

HCID 200583754-Ethyl-8-(3-(trifluoromethyl)phenyl)-3H,6H-1,4,5a,8a-tetraazaacenaphthylene-3,5(4H)-dione

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6228Dimethylformamide용매

실험 절차

To a stirred mixture of 5.0 g of 8-(3-(trifluoromethyl)phenyl)-3H,6H-1,4,5a,8a-tetraazaacenaphthylene-3,5(4H)-dione (prepared as described in Example 14) in 50 ml of dry N,N-dimethylformamide, under nitrogen, is added 800 mg of 60 percent sodium hydride (dispersion in mineral oil). The mixture is stirred at room temperature for 2 hours, then 10 ml of iodoethane is added and stirring is continued for 48 hours. The reaction mixture is evaporated to dryness, then treated with water, and the gummy solid which is isolated is dissolved in chloroform and the extract dried over anhydrous sodium sulfate. Evaporation gives an oil which is triturated with diethyl ether-hexane to provide a yellow solid which is collected by filtration to give 2.0 g of the desired product as a white solid. The product is recrystallized from isopropyl alcohol, mp 161-163° C.

후처리

  1. stirringstirring
  2. waitis continued for 48 hours
  3. customThe reaction mixture is evaporated to dryness
  4. additiontreated with water
  5. customthe gummy solid which is isolated
  6. dry with materialthe extract dried over anhydrous sodium sulfate
  7. customEvaporation
  8. customgives an oil which
  9. customis triturated with diethyl ether-hexane
  10. customto provide a yellow solid which
  11. filtrationis collected by filtration

출처 및 근거

ORD 기록
ord-29f8a411b7dd4c85a46fb10dcf333c92
출처 데이터셋
uspto-grants-1991_05
특허 번호
US05013737

연결된 노트

불러오는 중…