Etiron → HCID 178477341, 화합물

HRID 2300823

반응식

HRID 2300823 반응식
[OH-].[K+].[CH2:3]([S:5][C:6](=[NH:8])[NH2:7])[CH3:4].C([O:11][CH:12]=[C:13]([C:19]#[N:20])[C:14](OCC)=O)C>CO>[CH2:3]([S:5][C:6]1[N:7]=[C:12]([OH:11])[C:13]([C:19]#[N:20])=[CH:14][N:8]=1)[CH3:4]

참가 물질

5

반응물 3

HCID 5139EtironHCID 14797Potassium HydroxideHCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester

생성물 1

HCID 178477341HCID 178477341, 화합물수율 63.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of potassium hydroxide (640 mg, 10 mmol) in methanol (6 mL) at 0° C. was added 2-ethyl-2-thiopseudourea (1.85 g, 10 mmol). The mixture was warmed to room temperature, stirred for 5 min, then filtered off potassium bromide under N2. The filtrate was cooled down to 0° C. then ethyl (ethoxymethylene)cyanoacetate (420 mg, 2.5 mmol) was added. The mixture was gradually warmed to room temperature and stirred for 20 h. The solvent was removed under reduced pressure, and the crude material was purified by flash chromatography using 4% 2M NH3 in MeOH/CH2Cl2 system to obtain 288 mg of the title compound. Mass spectrum 181 (EI, M+).

후처리

  1. filtrationfiltered off potassium bromide under N2
  2. temperatureThe filtrate was cooled down to 0° C.
  3. temperatureThe mixture was gradually warmed to room temperature
  4. stirringstirred for 20 h
  5. customThe solvent was removed under reduced pressure
  6. customthe crude material was purified by flash chromatography

출처 및 근거

ORD 기록
ord-eba92fbec2954e5dbeea0bfa6f37264a
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06498165B1

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