4-Fluoro-3-nitrophenyl isocyanate → 1-(4-Fluoro-3-nitrophenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

HRID 723329

反応式

HRID 723329 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].CO[CH:16](OC)[CH2:17][NH:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:21][CH:20]=1>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:16]=[CH:17][N:18]([C:19]3[CH:24]=[CH:23][C:22]([O:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[CH:21][CH:20]=3)[C:9]2=[O:10])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

参加物

4

反応物 2

HCID 1441174-Fluoro-3-nitrophenyl isocyanate2 回HCID 21873313(2,2-Dimethoxyethyl)-(4-phenoxyphenyl)amine

生成物 1

HCID 218734351-(4-Fluoro-3-nitrophenyl)-3-(4-phenoxyphenyl)-1,3-dihydroimidazol-2-one

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
70 °C

実験手順

4-Fluoro-3-nitrophenyl isocyanate (0.45 ml) was added to a solution of (2,2-dimethoxyethyl)-(4-phenoxyphenyl)amine (750 mg) in chloroform (10 ml). The reaction was shaken at 70° C. for 2 hours. A second portion of 4-fluoro-3-nitrophenyl isocyanate (0.45 ml) was added. After 16 hours at 70° C., volatiles were removed and TFA.(10 ml) was added. After shaking for 16 hours, volatiles were removed and the residue was purified by chromatography on silica gel (eluent: dichloromethane/hexane 8:1). The product with the molecular weight of 391.36 (C21 H14FN3O4); MS (ESI): 392 ([M+H]+), was obtained in this way.

後処理

  1. waitAfter 16 hours at 70° C.
  2. customvolatiles were removed
  3. addition(10 ml) was added
  4. stirringAfter shaking for 16 hours
  5. customvolatiles were removed
  6. customthe residue was purified by chromatography on silica gel (eluent: dichloromethane/hexane 8:1)
  7. customMS (ESI): 392 ([M+H]+), was obtained in this way

出典と根拠

ORDレコード
ord-b1e284373f604467b5f91ee0b65991b8
出典データセット
uspto-grants-2006_11
特許番号
US07141561B2

関連ノート

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