Acetic Acid → 4-[(acetyloxy)methyl]-1,3-dihydro-5-(4-methoxybenzoyl)-2H-imidazol-2-one

HRID 370553

反応式

HRID 370553 の反応式
Br[CH2:2][C:3]1[NH:7][C:6](=[O:8])[NH:5][C:4]=1[C:9](=[O:18])[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1.[C:19]([OH:22])(=[O:21])[CH3:20]>C([O-])(=O)C.[Ag+].[Ag]Br>[C:19]([O:22][CH2:2][C:3]1[NH:7][C:6](=[O:8])[NH:5][C:4]=1[C:9](=[O:18])[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1)(=[O:21])[CH3:20]

参加物

5

反応物 2

HCID 176Acetic AcidHCID 128560344-(bromomethyl)-1,3-dihydro-5-(4-methoxybenzoyl)-2H-imidazol-2-one

生成物 1

HCID 134772254-[(acetyloxy)methyl]-1,3-dihydro-5-(4-methoxybenzoyl)-2H-imidazol-2-one

試薬・触媒・溶媒 2

HCID 11246Silver acetate触媒HCID 66199Silver bromide触媒

反応条件

温度
25 °C

実験手順

5-(Bromomethyl)-1,3-dihydro-4-(4-methoxybenzoyl)-2H-imidazol-2-one (3.1 g) is dissolved in 80 ml of acetic acid by warming on a steam bath. The solution obtained is allowed to cool to about 25°-45° C. and 1.7 g of silver acetate is added. The mixture is stirred at 25° C. for 16 hours and the precipitate which forms (silver bromide) is removed by filtration. The filtrate is concentrated to about 10 ml and a solid crystallizes. This is separated by filtration and recrystallized from acetic acid to give 4-[(acetyloxy)methyl]-1,3-dihydro-5-(4-methoxybenzoyl)-2H-imidazol-2-one melting at about 155°-162° C. This compound has the following structural formula: ##STR7##

後処理

  1. temperatureby warming on a steam bath
  2. customThe solution obtained
  3. temperatureto cool to about 25°-45° C.
  4. customis removed by filtration
  5. concentrationThe filtrate is concentrated to about 10 ml
  6. customa solid crystallizes
  7. customThis is separated by filtration
  8. customrecrystallized from acetic acid

出典と根拠

ORDレコード
ord-b352a1b7a6e44e7789fb391720e00d48
出典データセット
uspto-grants-1985_07
特許番号
US04526981

関連ノート

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