2-Aminobenzaldehyde → 2-(2,6-dichloro-3-nitro-phenyl)-N-(2-formyl-phenyl)-acetamide

HRID 270698

反応式

HRID 270698 の反応式
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[CH2:12][C:13]([OH:15])=O.[NH2:16][C:17]1[CH:24]=[CH:23][CH:22]=[CH:21][C:18]=1[CH:19]=[O:20]>S(Cl)(Cl)=O.ClCCl.CCOC(C)=O>[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[CH2:12][C:13]([NH:16][C:17]1[CH:24]=[CH:23][CH:22]=[CH:21][C:18]=1[CH:19]=[O:20])=[O:15]

参加物

6

反応物 2

HCID 682552-AminobenzaldehydeHCID 542654372,6-Dichloro-3-nitrophenylacetic acid

生成物 1

HCID 598338822-(2,6-dichloro-3-nitro-phenyl)-N-(2-formyl-phenyl)-acetamide収率 88.6%

試薬・触媒・溶媒 3

HCID 6344Dichloromethane溶媒2 回HCID 8857Ethyl Acetate溶媒HCID 24386Thionyl Chloride溶媒

実験手順

A solution of (2,6-dichloro-3-nitro-phenyl)-acetic acid (0.90 g, 3.35 mmol) in thionyl chloride (15 mL) is refluxed for one hour. The solvent is removed by concentration and dry toluene is added to thoroughly remove thionyl chloride. To the solution of acid chloride in dry dichloromethane (30 mL) is added (drop-wise) a solution of 2-aminobenzaldehyde (0.365 g, 3.02 mmol) in dichloromethane (5.0 mL). The mixture is stirred at room temperature for 2 hours. The reaction mixture is diluted with EtOAc and washed with saturated K2CO3 and brine. The organic layer is dried, filtered and concentrated to give crude product (0.94 g, 88.6%).

後処理

  1. customThe solvent is removed by concentration and dry toluene
  2. additionis added to thoroughly remove thionyl chloride
  3. washwashed with saturated K2CO3 and brine
  4. customThe organic layer is dried
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-85921cc9266e4e75939cb8df0dbc30ea
出典データセット
uspto-grants-2008_11
特許番号
US07449582B2

関連ノート

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