Water → HCID 178517484, 화합물

HRID 2171545

반응식

HRID 2171545 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 178517484HCID 178517484, 화합물

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
160 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6b0892285c6e47288621ff5cef23f71e
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051323B2

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