Water → HCID 178517481, 화합물

HRID 2171543

반응식

HRID 2171543 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].[F:19][C:20]([F:26])([F:25])[C:21]([NH:23][NH2:24])=O.O.C(OCC)(=O)C>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:24]2[N:23]=[C:21]([C:20]([F:26])([F:25])[F:19])[N:2]=[C:1]2[CH:3]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 8857Ethyl AcetateHCID 229753TrifluoroacetohydrazideHCID 76754608Ethyl[2-cyano-1-(2,4-dichlorophenyl)ethenyl]carbamate

생성물 1

HCID 178517481HCID 178517481, 화합물

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
160 °C

실험 절차

2.10 g (7.4 mmol) of ethyl [2-cyano-1-(2,4-dichlorophenyl)ethenyl]carbamate (Example 128A) and 0.95 g (7.4 mmol) of 2,2,2-trifluoroacetohydrazide are dissolved in NMP (10 ml) under argon 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 water (20 ml) is added. Ethyl acetate (150 ml) and water (100 ml) are added, and the organic phase is separated off, dried with magnesium sulphate and concentrated. The residue is chromatographed on silica gel (mobile phase cyclohexane/ethyl acetate 4:1 to 1:1). 0.97 g (38% of theory) of the product is 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 cyclohexane/ethyl acetate 4:1 to 1:1)
  6. custom0.97 g (38% of theory) of the product is obtained

출처 및 근거

ORD 기록
ord-6d26897bf9ba4dfca33cb1ca490449c7
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051323B2

연결된 노트

불러오는 중…