Hydrogen Bromide → 1,3-dihydro-4-(4-methoxybenzoyl)-5-(methoxymethyl)-2H-imidazol-2-one

HRID 370552ノート

反応式

HRID 370552 の反応式
Br[CH2:2][C:3]1[N:7](C(=O)C)[C:6](=[O:11])[N:5](C(=O)C)[C:4]=1[C:15](=[O:24])[C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1.[CH3:25][OH:26].Br>O1CCCC1>[CH3:23][O:22][C:19]1[CH:18]=[CH:17][C:16]([C:15]([C:4]2[NH:5][C:6](=[O:11])[NH:7][C:3]=2[CH2:2][O:26][CH3:25])=[O:24])=[CH:21][CH:20]=1

参加物

5

反応物 3

HCID 260Hydrogen BromideHCID 887MethanolHCID 128560325-(bromomethyl)-1,3-diacetyl-1,3-dihydro-4-(4-methoxybenzoyl)-2H-imidazol-2-one

生成物 1

HCID 134772241,3-dihydro-4-(4-methoxybenzoyl)-5-(methoxymethyl)-2H-imidazol-2-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

A solution of 4.0 g of 5-(bromomethyl)-1,3-diacetyl-1,3-dihydro-4-(4-methoxybenzoyl)-2H-imidazol-2-one in 50 ml of dry tetrahydrofuran is cooled to -78° C. under argon, 1.0 ml of dry methanol is added by syringe, and the solution is allowed to warm to 25° C. over 1.5 hours. Concentrated hydrobromic acid (1 ml) is then added and the mixture is stirred at 25° C. overnight. The solvent is then evaporated and the residual solid is recrystallized twice from a mixture of methanol and water to give 1,3-dihydro-4-(4-methoxybenzoyl)-5-(methoxymethyl)-2H-imidazol-2-one melting at about 211°-212° C. with decomposition. This compound has the following structural formula: ##STR6##

後処理

  1. customThe solvent is then evaporated
  2. customthe residual solid is recrystallized twice from a mixture of methanol and water

出典と根拠

ORDレコード
ord-5d07ea2dc42b439b9ea33dbac79487aa
出典データセット
uspto-grants-1985_07
特許番号
US04526981

反応ノート

読み込み中…