Formaldehyde → HCID 68865887, 화합물

HRID 47237

반응식

HRID 47237 반응식
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1/[CH:6]=[C:7]1\[C:8](=[O:16])[NH:9][C:10]2[C:15]\1=[CH:14][CH:13]=[CH:12][CH:11]=2.[CH2:17]=O.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>O1CCOCC1.CCO>[N:19]1([CH2:17][N:9]2[C:10]3[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:7](=[CH:6][C:2]3[NH:1][CH:5]=[CH:4][CH:3]=3)[C:8]2=[O:16])[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1

참가 물질

6

반응물 3

HCID 712Formaldehyde2회HCID 8083Morpholine2회HCID 5908088(Z)-3-((1H-pyrrol-2-yl)methylene)indolin-2-one

생성물 1

HCID 68865887HCID 68865887, 화합물수율 50%

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 312751,4-Dioxane용매

실험 절차

A mixture of Z-(1H-Pyrrol-2-ylmethylene)-1,3-dihydro-indol-2-one (120 mg, 0.57 mmol), paraformaldehyde (32 mg, 1.1 mmol), and morpholine (62.2 μL, 0.71 mmol) in 8.0 mL of 20% dioxane in EtOH was heated at reflux for 19.5 h. The reaction mixture was concentrated and paraformaldehyde (10.0 mg, 0.33 mmol), morpholine (15 μL, 0.17 mmol) and EtOH (7 mL) was added. The reaction mixture refluxed for 24 h. The reaction mixture was cooled to room temperature and concentrated. The residue was dissolved in 15 mL of CHCl3 and treated with activated charcoal. The resulting suspension was filtered and the filtrate concentrated. The residue was crystallization from ethyl acetate/hexane to give the title compound (88.0 mg, 50%) as a bright yellow solid.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 19.5 h
  3. concentrationThe reaction mixture was concentrated
  4. temperatureThe reaction mixture refluxed for 24 h
  5. concentrationconcentrated
  6. dissolutionThe residue was dissolved in 15 mL of CHCl3
  7. additiontreated with activated charcoal
  8. filtrationThe resulting suspension was filtered
  9. concentrationthe filtrate concentrated
  10. customcrystallization from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-7796d9be31304c5281081c9b2e12dd9e
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699863B1

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