Ethylene Glycol → HCID 22007442, Verbindung

HRID 613018Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 613018
[NH:1]([C:3]1[CH:8]=[C:7]([C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:22][CH3:23])=[C:16]([O:19][CH2:20][CH3:21])[CH:17]=3)[CH:12]=[C:11]([CH2:24][OH:25])[C:10]=2[CH2:26][OH:27])[CH:6]=[CH:5][N:4]=1)[NH2:2].[C:28]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[C:37]([C:39]1[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=1)=O)(O)=[O:29].C(O)CO.C(Cl)[Cl:50]>O>[ClH:50].[N:41]1[CH:42]=[CH:43][CH:44]=[C:39]([C:37]2[C:32]3[C:31](=[CH:36][CH:35]=[CH:34][CH:33]=3)[C:28](=[O:29])[N:1]([C:3]3[CH:8]=[C:7]([C:9]4[C:18]5[C:13](=[CH:14][C:15]([O:22][CH3:23])=[C:16]([O:19][CH2:20][CH3:21])[CH:17]=5)[CH:12]=[C:11]([CH2:24][OH:25])[C:10]=4[CH2:26][OH:27])[CH:6]=[CH:5][N:4]=3)[N:2]=2)[CH:40]=1

Komponenten

6

Edukt 4

HCID 174Ethylene GlycolHCID 6344DichloromethaneHCID 10105136HCID 10105136, VerbindungHCID 10499321HCID 10499321, Verbindung

Produkt 1

HCID 22007442HCID 22007442, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 1-(2-hydrazino-4-pyridyl)-2,3-bis(hydroxymethyl)-6-methoxy-7-ethoxynaphthalene (2.0 g), (2-carboxyphenyl)-(3-pyridyl) ketone (1.35 g) and ethylene glycol (5 ml) is refluxed for two hours. The mixture under refluxing is cooled to room temperature, and then thereto are added methylene chloride and water. The methylene chloride layer is separated, washed, dried, concentrated under reduced pressure to remove the solvent, and crystallized from chloroform. The precipitated crystals are dissolved in a mixture of chloroform and methanol, and thereto is added a 4 M solution of hydrogen chloride in dioxane (0.67 ml) to give 1-[2-{4-(3-pyridyl)-1(2H)-phthalazinon-2-yl}-4-pyridyl]-2,3-bis(hydroxymethyl)-6-methoxy-7-ethoxynaphthalene hydrochloride (1.43 g), which is listed in Table 10.

Aufarbeitung

  1. temperatureis refluxed for two hours
  2. temperatureThe mixture under refluxing
  3. customThe methylene chloride layer is separated
  4. washwashed
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customto remove the solvent
  8. customcrystallized from chloroform
  9. dissolutionThe precipitated crystals are dissolved in a mixture of chloroform and methanol
  10. additionis added a 4 M solution of hydrogen chloride in dioxane (0.67 ml)

Quellen und Nachweise

ORD-Eintrag
ord-868563f7e6f644ac951c060ee93edb3b
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06005106

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