Butanedione → 5-Bromo-8-(3,5-dimethoxy-phenyl)-2,3-dimethyl-quinoxaline

HRID 43160

반응식

HRID 43160 반응식
[Br:1][C:2]1[CH:7]=[C:6](OC)[C:5]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)=[C:4]([NH2:18])[C:3]=1[NH2:19].[CH3:20][C:21](=O)[C:22](=O)[CH3:23].C[CH2:27][OH:28]>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:10]2[CH:11]=[C:12]([O:16][CH3:17])[CH:13]=[C:14]([O:28][CH3:27])[CH:15]=2)=[C:4]2[C:3]=1[N:19]=[C:22]([CH3:23])[C:21]([CH3:20])=[N:18]2

참가 물질

4

반응물 3

HCID 650Butanedione2회HCID 702EthanolHCID 867620424-Bromo-3',6-dimethoxy-biphenyl-2,3-diamine

생성물 1

HCID 669145915-Bromo-8-(3,5-dimethoxy-phenyl)-2,3-dimethyl-quinoxaline

실험 절차

A mixture of 4-bromo-3′,6-dimethoxy-biphenyl-2,3-diamine (Step 85.7) (3 g, 9.3 mmol) and 2,3-butanedione (1 mL, 11.1 mmol, 1.2 equiv) in EtOH (60 mL) was stirred at reflux for 2 h, allowed to cool to it and stirred for 16 h. Additional 2,3-butanedione (0.4 ml) was added. The reaction mixture was stirred at reflux for 2 h, allowed to cool and concentrated to half of the initial volume. The resulting yellow precipitate was collected vacuum filtration providing 2.9 g of the title compound: ES-MS: 373.1/375.0 [M+H]+; tR=5.60 min (System 1).

후처리

  1. temperatureat reflux for 2 h
  2. temperatureto cool to it
  3. stirringstirred for 16 h
  4. stirringThe reaction mixture was stirred
  5. temperatureat reflux for 2 h
  6. temperatureto cool
  7. concentrationconcentrated to half of the initial volume
  8. customThe resulting yellow precipitate was collected
  9. filtrationvacuum filtration

출처 및 근거

ORD 기록
ord-3f51cbaa30104534bbb4b36298144c4b
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536175B2

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