Propane sultone → 3-{[(2,3-Dimethoxyphenyl)methyl]amino}propane-1-sulfonic acid

HRID 239725

Reaktionsgleichung

Reaktionsgleichung von HRID 239725
[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][NH2:6].[CH2:13]1[CH2:19][S:16](=[O:18])(=[O:17])[O:15][CH2:14]1>CC(=O)CC>[CH3:1][O:2][C:3]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][NH:6][CH2:14][CH2:13][CH2:19][S:16]([OH:18])(=[O:17])=[O:15]

Komponenten

4

Edukt 2

HCID 14264Propane sultoneHCID 781062,3-Dimethoxybenzylamine

Produkt 1

HCID 114717923-{[(2,3-Dimethoxyphenyl)methyl]amino}propane-1-sulfonic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

To a solution of 2,3-dimethoxybenzylamine (2.2 mL, 15.0 mmol) in 2-butanone (20 mL) was added 1,3-propane sultone (1.97 g, 15.8 mmol). The mixture was stirred at reflux for 2 hours. The reaction mixture was cooled to room temperature. The solid was collected by filtration, washed with acetone (2×25 mL) and dried in vacuo. The crude product was suspended in 90% Acetone/MeOH (75 mL). The suspension was stirred at reflux for 30 seconds, the solid was collected by filtration, and dried in vacuo; affording compound AZ, 1.95 g (45%).

Aufarbeitung

  1. temperatureat reflux for 2 hours
  2. filtrationThe solid was collected by filtration
  3. washwashed with acetone (2×25 mL)
  4. customdried in vacuo
  5. stirringThe suspension was stirred
  6. temperatureat reflux for 30 seconds
  7. filtrationthe solid was collected by filtration
  8. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-cbbf1afd32854630a0d13cbf11ed6020
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642801B2

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