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

HRID 338808

반응식

HRID 338808 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-59ce6cf1b0b44e61891f939e3809619a
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889881B2

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