1-Bromopropane → 2-[N-(2-cyanoethyl)anilino]ethyl N-propylcarbamate

HRID 25917

Reaktionsgleichung

Reaktionsgleichung von HRID 25917
[O-:1][C:2]#[N:3].[K+].S1(C[CH2:10][CH2:9][CH2:8]1)(=O)=O.BrCCC.[C:16]([CH2:18][CH2:19][N:20]([CH2:27][CH2:28][OH:29])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)#[N:17]>O>[C:16]([CH2:18][CH2:19][N:20]([CH2:27][CH2:28][O:29][C:2](=[O:1])[NH:3][CH2:8][CH2:9][CH3:10])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)#[N:17]

Komponenten

6

Edukt 4

HCID 78401-BromopropaneHCID 31347Sulfolane2×HCID 113349Propanenitrile, 3-[(2-hydroxyethyl)phenylamino]-HCID 11378442Potassium cyanate

Produkt 1

HCID 213257952-[N-(2-cyanoethyl)anilino]ethyl N-propylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a mixture of 4 g. (.05 mole) of potassium cyanate and 25 ml. of sulfolane at 90° C. are added dropwise 9 ml. (12.3 g, 0.1 mole) of 1-bromopropane over a one-hour period. After 10 minutes of stirring at the same temperature, a solution of 6 g. (0.027 mole) of N-(2-cyanoethyl)-N-(2-hydroxyethyl)aniline in 5 ml. sulfolane is added. The resulting mixture is stirred at 90°-100° C. for three hours and then allowed to cool to 50° C. The mixture is poured into 1 liter of water under agitation, and the resulting layers separated. TLC of the organic layer in 4:1 benzene: acetone shows the absence of starting alcohol with the product of the above formula.

Aufarbeitung

  1. additionTo a mixture of 4 g
  2. stirringThe resulting mixture is stirred at 90°-100° C. for three hours
  3. customthe resulting layers separated

Quellen und Nachweise

ORD-Eintrag
ord-31cafcba60664a8b99c5337a02869b22
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04147716

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