Formaldehyde → 1-Morpholinomethyl-3-phenyl-5-chloroindazole

HRID 1730938Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1730938
[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([Cl:16])[CH:14]=3)[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:17]=O.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.[OH-].[Na+]>C(O)C>[O:22]1[CH2:23][CH2:24][N:19]([CH2:17][N:9]2[C:10]3[C:15](=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=3)[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[N:8]2)[CH2:20][CH2:21]1

Komponenten

6

Edukt 4

HCID 712FormaldehydeHCID 8083MorpholineHCID 14798Sodium HydroxideHCID 6151185-Chloro-3-phenyl-1H-indazole

Produkt 1

HCID 214942311-Morpholinomethyl-3-phenyl-5-chloroindazoleAusbeute 51,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

3-Phenyl-5-chloroindazole (2.29 g), paraformaldehyde (0.35 g), morpholine (1.91 g) and 1N aqeous sodium hydroxide solution (1 ml) were added to 40 ml of ethanol and the mixture was allowed to react under reflux. The reaction mixture was concentrated and then the residue was dissolved in chloroform, washed with water, dried over sodium sulfate and concentrated. The residue was treated with column chromatography to obtain 1.7 g of 1-morpholinomethyl-3-phenyl-5-chloroindazole having a melting point of between 155°-156° C after recrystallization from methanol.

Aufarbeitung

  1. customto react
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated
  4. dissolutionthe residue was dissolved in chloroform
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated
  8. additionThe residue was treated with column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-7a65e6742c6a4076b3b7429a77840e59
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03994890

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