Formaldehyde → HCID 68865887、化合物

HRID 47237

反応式

HRID 47237 の反応式
[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

参加物

6

反応物 3

HCID 712Formaldehyde2 回HCID 8083Morpholine2 回HCID 5908088(Z)-3-((1H-pyrrol-2-yl)methylene)indolin-2-one

生成物 1

HCID 68865887HCID 68865887、化合物収率 50%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7796d9be31304c5281081c9b2e12dd9e
出典データセット
uspto-grants-2004_03
特許番号
US06699863B1

関連ノート

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