Water → HCID 178517484、化合物

HRID 2171545

反応式

HRID 2171545 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].[N:19]1([CH2:25][C:26]([NH:28][NH2:29])=O)[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.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:29]2[N:28]=[C:26]([CH2:25][N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)[N:2]=[C:1]2[CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 3516352-(4-Morpholinyl)acetohydrazideHCID 76754608Ethyl[2-cyano-1-(2,4-dichlorophenyl)ethenyl]carbamate

生成物 1

HCID 178517484HCID 178517484、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

1.33 g (4.7 mmol) of ethyl [2-cyano-1-(2,4-dichlorophenyl)ethenyl]carbamate (Example 128A) and 740 mg (4.7 mmol) of 2-morpholin-4-ylacetohydrazide are dissolved in NMP (6 ml) and stirred in a flask with a calcium chloride drying tube at an oil-bath temperature of 160° C. for 3 h. The reaction mixture is cooled to RT and ethyl acetate (100 ml) and water (50 ml) are added. The organic phase is separated off, dried with magnesium sulphate and concentrated. The residue is chromatographed on silica gel (mobile phase dichloromethane/methanol 100:1 to 50:1). 1.25 g (70% 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 dichloromethane/methanol 100:1 to 50:1)
  6. custom1.25 g (70% of theory) of the product are obtained

出典と根拠

ORDレコード
ord-6b0892285c6e47288621ff5cef23f71e
出典データセット
uspto-grants-2015_06
特許番号
US09051323B2

関連ノート

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