Benzil → HCID 178420035、化合物

HRID 322018

反応式

HRID 322018 の反応式
[C:1]1([C:7]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=O)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:17]([C:21]1[NH:22][C:23]2[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=2[N:25]=1)[C:18]([NH2:20])=[NH:19]>C1C=CC=CC=1.N1C=CC=CC=1>[N:25]1[C:24]2[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=2[NH:22][C:21]=1[N:17]=[C:18]1[NH:20][C:7]2([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[NH:20][C:18](=[N:17][C:21]3[NH:25][C:24]4[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=4[N:22]=3)[NH:19][C:9]2([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[NH:19]1

参加物

5

反応物 2

HCID 8651BenzilHCID 1785125941-(1H-benzimidazol-2-yl)guanidine

生成物 1

HCID 178420035HCID 178420035、化合物収率 17.8%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 1049Pyridine溶媒

実験手順

A mixture of benzil (1.05 g, 5.0 mmol) and 2-guanidinobenzimidazole (1.57 g, 9.0 mmol) in benzene (25 mL) was refluxed in pyridine (10 mL) for 1 h. After evaporating most of the pyridine under reduced pressure, the residue was treated with hot toluene and the resulting precipitate was filtered. The precipitate was then dissolved in 9:1 water:acetic acid (30 mL); the solution was filtered and the filtrate was neutralized to pH 7 with phosphate buffer. A precipitate formed, that was then collected and triturated with water to afford the title compound (0.42 g, 16%). 1H NMR (300 MHz, d6-DMSO) d 11.5 (br s, NH, 2 H), 10.0 (br s, NH, 2 H), 8.6 (br s, NH, 2 H), 7.28-7.10 (m, 14 H), 6.97 (dd, J=6.0, 3.0 Hz, 4 H); MS (ESI) m/z 525 [M+H]+; Anal. Calcd. for C30H24N10 . ½CH3CO2H ¾H2O: C, 65.37; H, 4.88; N, 24.65. Found: C, 65.36; H, 4.79; N, 24.48.

後処理

  1. customAfter evaporating most of the pyridine under reduced pressure
  2. additionthe residue was treated with hot toluene
  3. filtrationthe resulting precipitate was filtered
  4. dissolutionThe precipitate was then dissolved in 9:1 water
  5. filtrationthe solution was filtered
  6. customA precipitate formed
  7. customthat was then collected
  8. customtriturated with water

出典と根拠

ORDレコード
ord-0ff89d8a4ec7446ea87d3fe217c44e8c
出典データセット
uspto-grants-2001_04
特許番号
US06211200B1

関連ノート

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