Diethyl 5-hydantoylphosphonate → 5-[[2-Nitro-5-(1-piperidinyl)phenyl]methylene]-2,4-imidazolidinedione

HRID 256173

반응식

HRID 256173 반응식
[Na].[O:2]=[C:3]1[NH:7][C:6](=[O:8])[CH:5](P(OCC)(=O)OCC)[NH:4]1.[N+:17]([C:20]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:24][C:21]=1[CH:22]=O)([O-:19])=[O:18]>C(O)C>[N+:17]([C:20]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:24][C:21]=1[CH:22]=[C:5]1[NH:4][C:3](=[O:2])[NH:7][C:6]1=[O:8])([O-:19])=[O:18]

참가 물질

5

반응물 3

HCID 3516088Diethyl 5-hydantoylphosphonateHCID 36663452-Nitro-5-(1-piperidinyl)benzaldehydeHCID 5360545Sodium

생성물 1

HCID 544018425-[[2-Nitro-5-(1-piperidinyl)phenyl]methylene]-2,4-imidazolidinedione수율 92.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Sodium (0.6 g, 0.026 g atom) was dissolved in absolute ethanol (200 mL) and diethyl 2,4-dioxoimidazolidine-5-phosphonate (6.0 g, 25 mmol) added. After 10 minutes, 2-nitro-5-(1-piperidinyl)benzaldehyde (5.0 g, 21 mmol) was added in one portion and the mixture stirred at room temperature for 5 hours. The yellow precipitate was filtered off, washed with water and dried in air to give 5-[[2-nitro-5-(1-piperidinyl)phenyl]methylene]-2,4-imidazolidinedione (6.17 g, 92%), m.p. 273°-276° C. A sample dried in vacuo in 110° C. had m.p. 280° C. (dec.).

후처리

  1. filtrationThe yellow precipitate was filtered off
  2. washwashed with water
  3. customdried in air

출처 및 근거

ORD 기록
ord-64c4743868ce4eb89eefe501ccd67221
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04701459

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