2-Aminobenzimidazole → 2-(3-Nitrophenyl)benzo[4,5]imidazo[1,2-a]pyrimidine

HRID 2361495노트

반응식

HRID 2361495 반응식
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH2:10].CN(C)/[CH:13]=[CH:14]/[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=1)=O>CC(O)=O>[N+:23]([C:19]1[CH:18]=[C:17]([C:15]2[CH:14]=[CH:13][N:1]3[C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[N:3]=[C:2]3[N:10]=2)[CH:22]=[CH:21][CH:20]=1)([O-:25])=[O:24]

참가 물질

4

반응물 2

HCID 136242-AminobenzimidazoleHCID 5375681(2E)-3-(dimethylamino)-1-(3-nitrophenyl)prop-2-en-1-one

생성물 1

HCID 583623632-(3-Nitrophenyl)benzo[4,5]imidazo[1,2-a]pyrimidine

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
120 °C

실험 절차

To a round bottomed flask equipped with a magnetic stir bar, containing AcOH (20 mL) was placed 1H-benzoimidazol-2-amine (1 g, 7.5 mmol, 1.0 equiv). To this solution was added (E)-3-(dimethylamino)-1-(3-nitrophenyl)prop-2-en-1-one (1.7 g, 7.5 mmol, 1 equiv) and the reaction was allowed to stir at 120° C. for 24 h. After the reaction was complete by LCMS, the solvent was completely evaporated and the reaction mixture was neutralized with NaHCO3 solution. Yellow solid was filtered and washed with DCM to give the nitro compound DHK-7-16 0.83 g (39%). MS (ESI, Pos.) m/z: 291.1 M+H]+.

후처리

  1. customTo a round bottomed flask equipped with a magnetic stir bar
  2. customthe solvent was completely evaporated
  3. filtrationYellow solid was filtered
  4. washwashed with DCM

출처 및 근거

ORD 기록
ord-84f5c49191eb40e98ac319cd334e1ac0
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691187B2

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