Diethyl Sulfate → N-[4-(diethylamino)-2-methylphenyl]acetamide

HRID 436551

Reaktionsgleichung

Reaktionsgleichung von HRID 436551
[NH:1]([C:5]1[CH:13]=[CH:12][C:8]([NH:9][CH2:10][CH3:11])=[CH:7][C:6]=1[CH3:14])[C:2]([CH3:4])=[O:3].S(OCC)(O[CH2:19][CH3:20])(=O)=O.[OH-].[Na+]>O>[NH:1]([C:5]1[CH:13]=[CH:12][C:8]([N:9]([CH2:19][CH3:20])[CH2:10][CH3:11])=[CH:7][C:6]=1[CH3:14])[C:2]([CH3:4])=[O:3]

Komponenten

5

Edukt 3

HCID 6163Diethyl SulfateHCID 14798Sodium HydroxideHCID 214528314-Acetamino-3-methyl-N-ethylaniline

Produkt 1

HCID 222177N-[4-(diethylamino)-2-methylphenyl]acetamideAusbeute 64,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

19.1g (0.1 mole) of 4-acetamino-3-methyl-N-ethylaniline obtained in Example 1, Part C, and 100g of water were mixed, and, after 12.5g of diethyl sulfate were added dropwise thereto while stirring, the entire reaction system was stirred overnight at room temperature. Next, the reaction mixture was neutralized with sodium hydroxide and the crystals separated were recrystallized from methanol to obtain 11.5g of white crystals of 4-acetamino-3-methyl-(N,N-diethyl)aniline.

Aufarbeitung

  1. stirringthe entire reaction system was stirred overnight at room temperature
  2. customthe crystals separated
  3. customwere recrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-07f5cee7c9e849128dbff41ea39d7b24
Quelldatensatz
uspto-grants-1977_02
Patentnummer
US04009205

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