1,8-Diazabicyclo(5.4.0)undec-7-ene → 4-(2-Chlorophenyl)-2-ethyl-5-nitrothieno[2,3-b]pyridine

HRID 1885201ノート

反応式

HRID 1885201 の反応式
C1CCN2C(=NCCC2)CC1.[Cl:12][C:13]1[CH:33]=[CH:32][CH:31]=[CH:30][C:14]=1[C:15]([C:17]1[CH:21]=[C:20]([CH2:22][CH3:23])[S:19][C:18]=1[NH:24][CH:25]=[CH:26][N+:27]([O-:29])=[O:28])=O>C1C=CC=CC=1.O1CCOCC1.C1C=CC=CC=1>[Cl:12][C:13]1[CH:33]=[CH:32][CH:31]=[CH:30][C:14]=1[C:15]1[C:26]([N+:27]([O-:29])=[O:28])=[CH:25][N:24]=[C:18]2[S:19][C:20]([CH2:22][CH3:23])=[CH:21][C:17]=12

参加物

5

反応物 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 677573983-(2-Chlorobenzoyl)-2-(2-nitroethenylamino)-5-ethylthiophene

生成物 1

HCID 197871684-(2-Chlorophenyl)-2-ethyl-5-nitrothieno[2,3-b]pyridine収率 89.1%

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 69021906Benzene dioxane溶媒

実験手順

To a solution of DBU (5.1 g) in benzene (50 ml) was added dropwise a solution of 3-(2-chlorobenzoyl)-2-(2-nitroethenylamino)-5-ethylthiophene (5.1 g) in dioxane-benzene (1 : 1, 30 ml}over one hour with stirring under reflux. After refluxing for additional one hour, the mixture was washed with water and dried over MgSO4. The solvent was distilled off and to the residue was added isopropyl ether to obtain 4-(2-chlorophenyl)-2-ethyl-5-nitrothieno[2,3-b]pyridine as crystals (4.3 g, 89.0%). The crystals were recrystallized from isopropyl ether to obtain pale yellow prisms, mp: 72°-73° C.

後処理

  1. temperatureunder reflux
  2. temperatureAfter refluxing for additional one hour
  3. washthe mixture was washed with water
  4. dry with materialdried over MgSO4
  5. distillationThe solvent was distilled off and to the residue
  6. additionwas added isopropyl ether

出典と根拠

ORDレコード
ord-878f80ccbce24f218606802f277ae8e6
出典データセット
uspto-grants-1992_09
特許番号
US05143919

反応ノート

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