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

HRID 1252607ノート

反応式

HRID 1252607 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-24df3aae7ae344eaa7f3c2a542fb18d7
出典データセット
uspto-grants-1988_05
特許番号
US04743685

反応ノート

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