Hydrochloric Acid → N,N-dimethyl-N-(4-nitrophenyl)carbamylmethyl-N-3-aminopropylammonium chloride

HRID 462149Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 462149
[Cl-:1].[CH3:2][N+:3]([CH3:23])([CH2:10][C:11](=[O:22])[NH:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)[CH2:4][CH2:5][CH2:6][NH:7]C=O.Cl.[OH-].[Na+]>O>[Cl-:1].[CH3:23][N+:3]([CH3:2])([CH2:10][C:11](=[O:22])[NH:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)[CH2:4][CH2:5][CH2:6][NH2:7]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86733006N,N-dimethyl-N-(4-nitrophenyl)carbamylmethyl-N-3-formamidopropylammonium chloride

Produkt 1

HCID 86733010N,N-dimethyl-N-(4-nitrophenyl)carbamylmethyl-N-3-aminopropylammonium chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 10.0 parts of N,N-dimethyl-N-(4-nitrophenyl)carbamylmethyl-N-3-formamidopropylammonium chloride in 100 parts of water containing 6.0 parts of concentrated hydrochloric acid was heated for about 2 hours. The reaction mixture was rendered slightly alkaline by the addition of 50 percent aqueous sodium hyroxide and stored in the refrigerator for 2 days. The reaction mixture was then filtered to remove a small amount of solid and the filtrate was acidified with 48 parts of concentrated hydrochloric acid. Acetone was slowly added to the acidified filtrate until precipitation started. When precipitation of the product was complete, the solid was collected on a filter, washed with acetone, and dried at 75° C. to obtain 8.2 parts of N,N-dimethyl-N-(4-nitrophenyl)carbamylmethyl-N-3-aminopropylammonium chloride as the mono-hydrochloride salt, a white solid which melted at 244°-245° C.

Aufarbeitung

  1. filtrationThe reaction mixture was then filtered
  2. customto remove a small amount of solid
  3. additionAcetone was slowly added to the acidified filtrate until precipitation
  4. customWhen precipitation of the product
  5. customthe solid was collected on a filter
  6. washwashed with acetone
  7. customdried at 75° C.

Quellen und Nachweise

ORD-Eintrag
ord-88de4f92951449fa9e5e9af55a8c96d1
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04065500

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