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Hydrochloric Acid → 3-(3-methoxycarbonylphenyl)methyl4,5-diphenyl-1H-imidazol-2-one

HRID 2725
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인쇄 미리보기

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HRID 2725 반응식
[C:1]1([C:7]2[NH:8][C:9](=[O:18])[NH:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Br[CH2:22][C:23]1[CH:24]=[C:25]([CH:30]=[CH:31][CH:32]=1)[C:26]([O:28][CH3:29])=[O:27].Cl>CN(C=O)C>[CH3:29][O:28][C:26]([C:25]1[CH:24]=[C:23]([CH2:22][N:8]2[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[C:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:10][C:9]2=[O:18])[CH:32]=[CH:31][CH:30]=1)=[O:27]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 2315871,3-Dihydro-4,5-diphenyl-2H-imidazol-2-oneHCID 517981Methyl 3-(bromomethyl)benzoate

생성물 1

HCID 539755803-(3-methoxycarbonylphenyl)methyl4,5-diphenyl-1H-imidazol-2-one수율 25%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매
3회

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온도
50 °C

실험 절차

To 2,3-dihydro-4,5-diphenyl-1H-imidazol-2-one (4.76 g, 20 mmol) in 50 mL DMF was added to a suspension of NaH (0.8 g, 20 mmol) in 25 mL DMF. The suspension was stirred at ambient temperatures for 30 minutes, then heated to 50° C. for 30 minutes. A solution of methyl 3-bromomethylbenzoate (2.86 g, 12.5 mmol) in 20 mL DMF was then added and the reaction stirred for 10 min at 50° C. The mixture was poured into 1N HCl, filtered, washed with water and dried. Chromatography on silica gel (2% EtOH in 7:3 methylene chloride/ethyl acetate) afforded 1.2 g of 3-(3-methoxycarbonylphenyl)methyl-4,5-diphenyl-1H-imidazol-2-one as a white solid.

후처리

  1. stirringthe reaction stirred for 10 min at 50° C
  2. filtrationfiltered
  3. washwashed with water
  4. customdried

출처 및 근거

ORD 기록
ord-8cacee1477ef4c929f9e4b44523e47a4
출처 데이터셋
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05731311

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