Water → HCID 178470153、化合物

HRID 2389807

反応式

HRID 2389807 の反応式
[C:1]([CH:3]=[C:4]([NH:13][C:14](=O)[O:15]CC)[C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[Cl:12])#[N:2].[NH:19]([C:21](=O)[C:22]([O:24][CH2:25][CH3:26])=[O:23])[NH2:20].C(OCC)(=O)C.O>CN1C(=O)CCC1>[Cl:12][C:6]1[CH:7]=[C:8]([Cl:11])[CH:9]=[CH:10][C:5]=1[C:4]1[N:13]=[C:14]([OH:15])[N:20]2[N:19]=[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[N:2]=[C:1]2[CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 2786935Ethyl 2-hydrazinyl-2-oxoacetateHCID 76754608Ethyl[2-cyano-1-(2,4-dichlorophenyl)ethenyl]carbamate

生成物 1

HCID 178470153HCID 178470153、化合物

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
160 °C

実験手順

3.0 g (10.5 mmol) of ethyl [2-cyano-1-(2,4-dichlorophenyl)ethenyl]carbamate (Example 128A) and 1.39 g (10.5 mmol) of ethyl hydrazino(oxo)acetate are dissolved in NMP (16 ml) and stirred in a flask with a calcium chloride drying tube at an oil-bath temperature of 160° C. for 4 h. The reaction mixture is cooled to RT and ethyl acetate (150 ml) and water (100 ml) are added. The organic phase is separated off, dried with magnesium sulphate and concentrated. The residue is chromatographed on silica gel (mobile phase cyclohexane/ethyl acetate 10:1 to 1:1, then with dichloromethane/methanol 100:1). The crude product is concentrated, mixed with water and stirred for 1 h. The solid is filtered off with suction and dried; 1.31 g (35% of theory) of the product are obtained.

後処理

  1. temperatureThe reaction mixture is cooled to RT
  2. customThe organic phase is separated off
  3. dry with materialdried with magnesium sulphate
  4. concentrationconcentrated
  5. customThe residue is chromatographed on silica gel (mobile phase cyclohexane/ethyl acetate 10:1 to 1:1
  6. concentrationThe crude product is concentrated
  7. additionmixed with water
  8. stirringstirred for 1 h
  9. filtrationThe solid is filtered off with suction
  10. customdried
  11. custom1.31 g (35% of theory) of the product are obtained

出典と根拠

ORDレコード
ord-4ca25d775f0846cb841a97b42cd5ccb8
出典データセット
uspto-grants-2012_09
特許番号
US08273752B2

関連ノート

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