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Hydrogen Bromide → 1,2-Bis(4-nitrophenyl)ethane-1,2-dione

HRID 1267685
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HRID 1267685 반응식
C([O:9][CH:10]([C:22]1[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=1)[C:11]([C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)=[O:12])(=O)C1C=CC=CC=1.Br>CS(C)=O>[N+:19]([C:16]1[CH:17]=[CH:18][C:13]([C:11]([C:10]([C:22]2[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=2)=[O:9])=[O:12])=[CH:14][CH:15]=1)([O-:21])=[O:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 135241422-Benzoyloxy-1,2-bis(4-nitrophenyl)ethanone

생성물 1

HCID 18120081,2-Bis(4-nitrophenyl)ethane-1,2-dione수율 91%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

Into a 500 mL three-necked, round-bottomed flask equipped with a magnetic stirrer, dropping funnel and nitrogen inlet, 2-benzoyloxy-1,2-bis(4-nitrophenyl)ethanone (15.0 g, 36.9 mmol) was dissolved in DMSO (dimethyl sulfoxide) (150 mL) and stirred until the solution become homogeneous. Then, hydrobromic acid (48%, 50 mL) was added through dropping funnel and stirred at 60° C. During this process, light yellow crystals were separated from the reaction mixture. After the reaction mixture had been allowed to cool down on its own, the crystals were collected by suction filtration, 10.1 g (91% yield), mp 211-212° C. Anal. Calcd. for C21H12N4O6: C, 56.01%; H, 2.69%; N, 9.33%; O, 31.97%. Found: C, 55.75%; H, 2.50%; N, 9.30%; O, 33.98%: FT-IR (KBr, cm−1): 1347, 1527, 1682. Mass spectrum (m/e): 282 (M+, 100% relative abundance). 1H-NMR (DMSO-d6, δ in ppm): 8.27-8.30 (dd, 4H, Ar), 8.41-8.44 (dd, 4H, Ar). 13C-NMR (DMSO-d6, δ in ppm) 123.94, 131.66, 136.81, 150.75, 190.06.

후처리

  1. customInto a 500 mL three-necked, round-bottomed flask equipped with a magnetic stirrer
  2. stirringstirred at 60° C
  3. customDuring this process, light yellow crystals were separated from the reaction mixture
  4. temperatureto cool down on its own
  5. filtrationthe crystals were collected by suction filtration, 10.1 g (91% yield), mp 211-212° C

출처 및 근거

ORD 기록
ord-8b5f6150b8fc430e8d44588f0ca7e80d
출처 데이터셋
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06552195B1

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