O-Phenylenediamine → 1-(4-methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo(d)imidazole

HRID 1748996

반응식

HRID 1748996 반응식
[NH4+].[Br-].[C:3]1([NH2:10])[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[NH2:9].[CH:11](=O)[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1>CO>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([CH2:11][N:9]2[C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[N:10]=[C:11]2[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[CH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 7243O-PhenylenediamineHCID 25514Ammonium BromideHCID 312444-Methoxybenzaldehyde

생성물 1

HCID 7461821-(4-methoxybenzyl)-2-(4-methoxyphenyl)-1H-benzo(d)imidazole수율 38%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In a methanol (5 mL) solvent in the presence of NH4Br (362.3 mg, 3.70 mmol), a solution including 1,2-phenylenediamine (100 mg, 0.92 mmol) and p-anisaldehyde (0.11 mL, 0.82 mmol) was stirred at room temperature for 6 hours, and methanol was evaporated therefrom. The residual was distributed between ethyl acetate and water. An organic layer was dried by using MgSO4, filtered, and evaporated. The residual was purified by silica gel column chromatography using hexane and ethyl acetate (3:1) to obtain a solid Compound 116.

후처리

  1. custommethanol was evaporated
  2. customAn organic layer was dried
  3. filtrationfiltered
  4. customevaporated
  5. customThe residual was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-e26ae4d044b442c5a71d4f40586dfdde
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09155690B2

연결된 노트

불러오는 중…