Hydrochloric Acid → 3-(3-methoxycarbonylphenyl)methyl4,5-diphenyl-1H-imidazol-2-one

HRID 2137

反応式

HRID 2137 の反応式
[C:1]1([C:7]2[NH:8][C:9](=[O:18])[NH:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:20][C:21]1[CH:22]=[C:23]([CH:28]=[CH:29][CH:30]=1)[C:24]([O:26][CH3:27])=[O:25].Cl>CN(C=O)C>[CH3:27][O:26][C:24]([C:23]1[CH:22]=[C:21]([CH2:20][N:8]2[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[C:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:10][C:9]2=[O:18])[CH:30]=[CH:29][CH:28]=1)=[O:25]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 2315871,3-Dihydro-4,5-diphenyl-2H-imidazol-2-oneHCID 517981Methyl 3-(bromomethyl)benzoate

生成物 1

HCID 539755803-(3-methoxycarbonylphenyl)methyl4,5-diphenyl-1H-imidazol-2-one収率 25%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

反応条件

温度
50 °C

実験手順

To 2,3-dihydro-4,5-diphenyl-1H-imidazol-2-one (4.76 g, 20 mmol) in 50 mL DMF was added to a suspension of Nail (0.8 g, 20 mmol) in 25 mL DMF. The suspension was stirred at ambient temperatures for 30 minutes, then heated to 50° C. for 30 minutes. A solution of methyl 3-bromomethylbenzoate (2.86 g, 12.5 mmol) in 20 mL DMF was then added and the reaction stirred for 10 min at 50° C. The mixture was poured into 1 N HCl, filtered, washed with water and dried. Chromatography on silica gel (2% EtOH in 7:3 methylene chloride/ethyl acetate) afforded 1.2 g of 3-(3-methoxycarbonylphenyl)methyl-4,5-diphenyl-1H-imidazol-2-one as a white solid.

後処理

  1. stirringthe reaction stirred for 10 min at 50° C
  2. filtrationfiltered
  3. washwashed with water
  4. customdried

出典と根拠

ORDレコード
ord-06bbfeb3be78487fb44540ecbac09d5f
出典データセット
uspto-grants-1998_03
特許番号
US05728697

関連ノート

読み込み中…