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

HRID 2361495ノート

反応式

HRID 2361495 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
120 °C

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-84f5c49191eb40e98ac319cd334e1ac0
出典データセット
uspto-grants-2014_04
特許番号
US08691187B2

反応ノート

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