2-Chlorobenzoyl chloride → 3-(2-Chlorobenzoyl)-1-phenyl-imidazolidin-2,4-dione

HRID 2294796노트

반응식

HRID 2294796 반응식
[C:1]1([N:7]2[CH2:11][C:10](=[O:12])[NH:9][C:8]2=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:14][C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17](Cl)=[O:18]>N1C=CC=CC=1>[Cl:14][C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17]([N:9]1[C:10](=[O:12])[CH2:11][N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]1=[O:13])=[O:18]

참가 물질

4

반응물 2

HCID 691102-Chlorobenzoyl chlorideHCID 5705761-Phenylimidazolidine-2,4-dione

생성물 1

HCID 214721873-(2-Chlorobenzoyl)-1-phenyl-imidazolidin-2,4-dione수율 13%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

In a similar manner to Example 8, 560 mg (3.18 mmol) of 1-phenyl-imidazolidin-2,4-dione were reacted with 560 mg (3.22 mmol) of 2-chlorobenzoyl chloride. After completion of the reaction, pyridine was distilled off under reduced pressure, and the resultant residue was subjected to extraction with ethyl acetate. The organic layer was washed with dilute hydrochloric acid and with saturated saline. The thus-washed organic layer was dried over anhydrous magnesium sulfate, and the solvent was then distilled off. The resultant residue was purified by column chromatography on silica gel (developing solvent: methylene chloride) and subjected to crystallization from n-hexane/ethyl acetate to obtain 130 mg (yield: 12.9%) of the title compound.

후처리

  1. distillationwas distilled off under reduced pressure
  2. extractionthe resultant residue was subjected to extraction with ethyl acetate
  3. washThe organic layer was washed with dilute hydrochloric acid and with saturated saline
  4. dry with materialThe thus-washed organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was then distilled off
  6. customThe resultant residue was purified by column chromatography on silica gel (developing solvent: methylene chloride)
  7. customsubjected to crystallization from n-hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-c03abd8f4def4823a4020e1ca7a9b90b
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05691335

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