1,1'-Carbonyldiimidazole → 4-(2,2-Dimethoxyethyl)-1,3-dihydro-2H-benzimidazol-2-one

HRID 730569노트

반응식

HRID 730569 반응식
[CH3:1][O:2][CH:3]([O:13][CH3:14])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH2:11])[C:6]=1[NH2:12].[C:15](N1C=CN=C1)(N1C=CN=C1)=[O:16]>>[CH3:14][O:13][CH:3]([O:2][CH3:1])[CH2:4][C:5]1[C:6]2[NH:12][C:15](=[O:16])[NH:11][C:7]=2[CH:8]=[CH:9][CH:10]=1

참가 물질

3

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 578350073-(2,2-Dimethoxyethyl)benzene-1,2-diamine

생성물 1

HCID 578349714-(2,2-Dimethoxyethyl)-1,3-dihydro-2H-benzimidazol-2-one수율 38%

실험 절차

3-(2,2-Dimethoxy-ethyl)-benzene-1,2-diamine (1.03 g, 5.26 mmol) was dissolved in dTHF and carbonyldiimidazole (935 mg, 5.77 mmol) added. The mixture was stirred at rt for 18 hours. The solvent was removed and the crude material chromatographed to afford 4-(2,2-dimethoxy-ethyl)-1,3-dihydro-benzoimidazol-2-one as a colorless solid (440 mg, 38%). 1H NMR (CDCl3) δ 3.03 (2H, d, J=5.2 Hz), 3.40 (6H, s), 4.58 (1H, t, J=5.2 Hz), 6.86-6.89 (m, 1H), 6.96-7.02 (m, 2H), 9.29 (br s, 1H), 10.28 (br s, 1H). MS: 221 (M−H)−.

후처리

  1. additionadded
  2. customThe solvent was removed
  3. customthe crude material chromatographed

출처 및 근거

ORD 기록
ord-96458dcbcc71431b963f33d4814c1cef
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582760B2

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