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Formaldehyde → 5-dimethylamino-2-chloro-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]benzenesulfonamide

HRID 1164295
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1164295
N[C:2]1[CH:3]=[CH:4][C:5]([Cl:24])=[C:6]([S:8]([NH:11][C:12]([NH:14][C:15]2[N:20]=[C:19]([O:21][CH3:22])[N:18]=[C:17]([CH3:23])[N:16]=2)=[O:13])(=[O:10])=[O:9])[CH:7]=1.[C:25]([BH3-])#[N:26].[Na+].[CH2:29]=O.[OH-].[Na+]>C(#N)C.O.C(O)(=O)C>[CH3:29][N:26]([CH3:25])[C:2]1[CH:3]=[CH:4][C:5]([Cl:24])=[C:6]([S:8]([NH:11][C:12]([NH:14][C:15]2[N:20]=[C:19]([O:21][CH3:22])[N:18]=[C:17]([CH3:23])[N:16]=2)=[O:13])(=[O:10])=[O:9])[CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 20455856HCID 20455856, Verbindung

Produkt 1

HCID 204558515-dimethylamino-2-chloro-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176
Acetic Acid
Lösungsmittel
2×
HCID 962WaterLösungsmittel
HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To an agitated solution of 3.7 g of 5-amino-2-chloro-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]benzenesulfonamide and 0.88 g of sodium cyanoborohydride in 50 ml of acetonitrile is added 3 ml of formalin. To the reaction mixture is then added 1 ml of glacial acetic acid over a period of 10 minutes. The reaction is then stirred at room temperature for 2 hours, another ml of glacial acetic acid is added and stirring is continued for an additional 30 minutes. The reaction mixture is then poured into 50 ml of water, brought to pH 7 by the addition of aqueous sodium hydroxide and extracted several times with methylene chloride. The combined methylene chloride extracts are washed with brine and dried over anhydrous magnesium sulfate. Evaporation of the solvent in vacuo yields the desired product, 5-dimethylamino-2-chloro-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]benzenesulfonamide.

Aufarbeitung

  1. stirringstirring
  2. waitis continued for an additional 30 minutes
  3. extractionextracted several times with methylene chloride
  4. washThe combined methylene chloride extracts are washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customEvaporation of the solvent in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b5251c3d512f4265820a5abb3b052b62
Quelldatensatz
uspto-grants-1983_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04369058

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