N-3-Bromopropylphthalimide → N-[3-(2-phenylimidazol-1-yl)propyl]phthalimide

HRID 1078408노트

반응식

HRID 1078408 반응식
[C:1]1([C:7]2[NH:8][CH:9]=[CH:10][N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Br[CH2:15][CH2:16][CH2:17][N:18]1[C:22](=[O:23])[C:21]2=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]2[C:19]1=[O:28]>CN(C=O)C>[C:1]1([C:7]2[N:11]([CH2:15][CH2:16][CH2:17][N:18]3[C:22](=[O:23])[C:21]4=[CH:24][CH:25]=[CH:26][CH:27]=[C:20]4[C:19]3=[O:28])[CH:10]=[CH:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 21611N-3-BromopropylphthalimideHCID 24758Sodium hydrideHCID 695912-Phenylimidazole

생성물 1

HCID 19429428N-[3-(2-phenylimidazol-1-yl)propyl]phthalimide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

반응 조건

온도
100 °C

실험 절차

A solution of 2-phenylimidazole (14.4 g) in dry DMF (25 ml) was added dropwise to a stirred suspension of sodium hydride (4.0 g, 60% dispersion in oil) in dry DMF (125 ml) at ambient temperature under nitrogen for 2 hours. A slurry of N-(3-bromopropyl)phthalimide (25.5 g) in dry DMF (40 ml) was added and the mixture heated at 100° C. for 16 hours. The solvent was evaporated off and the residue was extracted with hot toluene. The combined toluene extracts were evaporated to dryness and the residue triturated with ether and dried to give N-[3-(2-phenylimidazol-1-yl)propyl]phthalimide, m.p. 109°-110.5° C.

후처리

  1. customThe solvent was evaporated off
  2. extractionthe residue was extracted with hot toluene
  3. customThe combined toluene extracts were evaporated to dryness
  4. customthe residue triturated with ether
  5. customdried

출처 및 근거

ORD 기록
ord-c5807d56ecbd45a1af0a492341dacea5
출처 데이터셋
uspto-grants-1996_08
특허 번호
US05547972

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