Potassium Hydroxide → 2-[(2-Oxo-1-imidazolidinyl)methyl]-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone

HRID 1252607노트

반응식

HRID 1252607 반응식
[OH-].[K+].Cl[CH2:4][CH2:5][NH:6][C:7]([NH:9][CH2:10][C:11]1(CC2C=CC=CC=2)[CH2:16][C:15](=[O:17])[C:14]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:13][NH:12]1)=[O:8]>C(O)C>[O:8]=[C:7]1[NH:6][CH2:5][CH2:4][N:9]1[CH2:10][C:11]1[N:12]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:13]=[C:14]([O:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:15](=[O:17])[CH:16]=1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 201403872-[[[[(2-Chloroethyl)amino]carbonyl]amino]methyl]-5-(phenylmethoxy)-2-(phenylmethyl)-4(1H)-pyridinone

생성물 1

HCID 141824752-[(2-Oxo-1-imidazolidinyl)methyl]-5-(phenylmethoxy)-1-(phenylmethyl)-4(1H)-pyridinone수율 91.3%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

A solution of 7.29 g (0.13 mol) of potassium hydroxide in 500 ml of ethanol was added dropwise to a mixture of 60.8 g (0.13 mol) of 2-[[[[(2-chloroethyl)amino]carbonyl]amino]methyl]-5-(phenylmethoxy)-2-(phenylmethyl)-4(1H)-pyridinone and 1.3 l of ethanol. The reaction mixture was heated to reflux for three hours and the solvent evaporated in vacuo. The residue was purified by column chromatography on silica gel using a mixture of ethyl acetate and methanol (7:3) as eluent, yielding 23.1 g of product, which was further purified by recrystallization from acetonitrile, yielding 17.0 g of the title compound, melting point 190° C., dec.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for three hours
  3. customthe solvent evaporated in vacuo
  4. customThe residue was purified by column chromatography on silica gel using
  5. additiona mixture of ethyl acetate and methanol (7:3) as eluent

출처 및 근거

ORD 기록
ord-24df3aae7ae344eaa7f3c2a542fb18d7
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04743685

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