Acetic Acid → 5,8-Dibromo-2,3-diphenylquinoxaline

HRID 1912212

반응식

HRID 1912212 반응식
[Br:1][C:2]1[C:3]([NH2:10])=[C:4]([NH2:9])[C:5]([Br:8])=[CH:6][CH:7]=1.C(O)(=O)C.[C:15]1([C:21]([C:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=O)=O)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)(O)[O-].[Na+]>O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[C:4]2[C:3]=1[N:10]=[C:21]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:23]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[N:9]2

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 8651BenzilHCID 516892Sodium BicarbonateHCID 118215323,6-Dibromobenzene-1,2-diamine

생성물 1

HCID 224759015,8-Dibromo-2,3-diphenylquinoxaline수율 86%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Preparation procedure: 3,6-dibromo-o-phenylene diamine (1.0 g, 3.7 mmol) is added to an acetic acid (20 mL) solution of benzil (0.39 g, 1.84 mmol) at 120° C. The resulting solution is mixed homogeneously and reflux for 12 hours. The reaction solution is poured into water, neutralized with sodium bicarbonate, extracted with chloroform, washed with saturated brine water, and dried over anhydrous sodium sulfate. The solvents are removed using a rotary evaporator. The crude product is subjected to column chromatography to give a white solid, which is then recrystallized in chloroform/n-hexane to afford a white solid powder (yield 86%), MALDI-TOF-MS (m/z): 440.1 (M+).

후처리

  1. customPreparation procedure
  2. additionThe resulting solution is mixed homogeneously
  3. temperaturereflux for 12 hours
  4. extractionextracted with chloroform
  5. washwashed with saturated brine water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvents are removed
  8. customa rotary evaporator
  9. customto give a white solid, which
  10. customis then recrystallized in chloroform/n-hexane

출처 및 근거

ORD 기록
ord-f2dc75123a7d4ef98313fa61a8cd868e
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08604147B2

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