Dimethylamine → N,N-Dimethyl-N'-phenyl-benzamidine

HRID 2059004

Reaktionsgleichung

Reaktionsgleichung von HRID 2059004
[C:1]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(Cl)(Cl)=O.[CH3:20][NH:21][CH3:22]>C(Cl)Cl>[CH3:20][N:21]([CH3:22])[C:1](=[N:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 674DimethylamineHCID 7168BenzanilideHCID 24386Thionyl Chloride

Produkt 1

HCID 351862N,N-Dimethyl-N'-phenyl-benzamidineAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

Into a slurry of 19.7 g of benzanilide (m.p. 162°-164° C.) in 200 ml of methylene chloride was added a solution of 12.0 g of thionylchloride in 50 ml of methylene chloride. After the addition was completed and the reaction mixture was stirred for one hour at room temperature, gaseous dimethylamine was introduced until the solution became saturated. Workup by filtration, waterwash, removal of the solvent and distillation afforded N,N-dimethyl-N'-phenylbenzamidine in 18.6 g or 83% yield.

Aufarbeitung

  1. additionAfter the addition
  2. filtrationWorkup by filtration, waterwash, removal of the solvent and distillation

Quellen und Nachweise

ORD-Eintrag
ord-10df2198bc5e4c8187b258816a5af1ba
Quelldatensatz
uspto-grants-1982_03
Patentnummer
US04321202

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