Benzil → HCID 178420035, 화합물

HRID 322018

반응식

HRID 322018 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

HCID 178420035HCID 178420035, 화합물수율 17.8%

시약·촉매·용매 2

HCID 241Benzene용매HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0ff89d8a4ec7446ea87d3fe217c44e8c
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211200B1

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