Potassium Iodide → 1-Phenyl-3-(2-bromoethyl)hydantoin

HRID 1380070

반응식

HRID 1380070 반응식
[C:1]1([N:7]2[CH2:13][C:11](=[O:12])[NH:10][C:8]2=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].[Br:16][CH2:17][CH2:18]Br.[I-].[K+]>C(O)C>[C:1]1([N:7]2[CH2:13][C:11](=[O:12])[N:10]([CH2:18][CH2:17][Br:16])[C:8]2=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 78391,2-DibromoethaneHCID 14797Potassium HydroxideHCID 5705761-Phenylimidazolidine-2,4-dione

생성물 1

HCID 202420731-Phenyl-3-(2-bromoethyl)hydantoin

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 1-phenylhydantoin (5 g, 28.3 mmoles), 85% potassium hydroxide (2.06 g, 31.2 mmoles), 1,2-dibromoethane (11.72 g, 62.4 mmoles) and potassium iodide (catalytic amounts) in 100 ml of ethanol was refluxed for 67 hours. The solid was filtered, the mother liquors were evaporated and the crude product was purified by silica gel column chromatography eluting with increasing mixtures of ethyl acetate in hexane. By crystallization from acetone/hexane 1.56 g of the title compound were obtained, m.p. 146°-147° C.

후처리

  1. temperaturewas refluxed for 67 hours
  2. filtrationThe solid was filtered
  3. customthe mother liquors were evaporated
  4. customthe crude product was purified by silica gel column chromatography
  5. washeluting with increasing mixtures of ethyl acetate in hexane
  6. customBy crystallization from acetone/hexane 1.56 g of the title compound
  7. customwere obtained

출처 및 근거

ORD 기록
ord-d0f6989b5c7a4d11b0dd68edbdf0b8d7
출처 데이터셋
uspto-grants-1986_04
특허 번호
US04579861

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