N-bromobutanimide → HCID 18928115, 화합물

HRID 1599411노트

반응식

HRID 1599411 반응식
[Cl:1][C:2]1[C:3]2[N:4]([C:16]([CH3:24])=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:18]=2)[C:5]2[C:10]([N:11]=1)=[CH:9][C:8]([C:12]([F:15])([F:14])[F:13])=[CH:7][CH:6]=2.[Br:25]N1C(=O)CCC1=O>ClC(Cl)(Cl)Cl.N(C(C)(C)C#N)=NC(C)(C)C#N>[Br:25][CH2:24][C:16]1[N:4]2[C:5]3[C:10]([N:11]=[C:2]([Cl:1])[C:3]2=[N:18][C:17]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:9][C:8]([C:12]([F:15])([F:13])[F:14])=[CH:7][CH:6]=3

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 18928110HCID 18928110, 화합물

생성물 1

HCID 18928115HCID 18928115, 화합물수율 91%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 5943Carbon Tetrachloride용매

실험 절차

A mixture of 4-chloro-2-ethoxycarbonyl-1-methyl-7-trifluoromethylimidazo[1,2-a]quinoxaline (830 g, 232 mmol), N-bromosuccinimide (68,0 g, 382 mmol) and 2,2'-azobis(2-methylpropionitrile)(200 mg, 1.2 mmol) in tetrachloromethane (1.5 l) was heated at reflux for 18 h, allowed to cool and the product collected by filtration. The product was dissolved in dichloromethane (2 l) and washed with water, dried (MgSO4), followed by purification with silica gel 60 (1 g). The organic phase was filtered and evaporated in vacuo. The residue was suspended in petroleum ether to yield 91.7 g (91%) of 1-bromomethyl-4-chloro-2-ethoxycarbonyl-7-trifluoromethyl-imidazo[1,2-a]quinoxaline which was collected by filtration. M.p. 196°-198° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 18 h
  3. temperatureto cool
  4. filtrationthe product collected by filtration
  5. dissolutionThe product was dissolved in dichloromethane (2 l)
  6. washwashed with water
  7. dry with materialdried (MgSO4)
  8. customfollowed by purification with silica gel 60 (1 g)
  9. filtrationThe organic phase was filtered
  10. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-fcf60b5290644ab5bc1db9f9532aa232
출처 데이터셋
uspto-grants-1998_04
특허 번호
US05741785

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