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Benzyltrimethylammonium hydroxide → HCID 70546733, Verbindung

HRID 2057375
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2057375
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]([C:13]1[NH:14][CH2:15][CH2:16][N:17]=1)[CH2:10][C:11]#[CH:12].[OH-].C[N+](C)(C)CC1C=CC=CC=1>C(O)C>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[N:9]1[C:13]2=[N:14][CH2:15][CH2:16][N:17]2[C:11]([CH3:12])=[CH:10]1
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Komponenten

4

Edukt 2

HCID 66854Benzyltrimethylammonium hydroxideHCID 20332207N-(2,6-Dichlorophenyl)-N-(prop-2-yn-1-yl)-4,5-dihydro-1H-imidazol-2-amine

Produkt 1

HCID 70546733HCID 70546733, VerbindungAusbeute 18,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolKatalysator

Versuchsvorschrift

A mixture consisting of 5.4 gm of 2-[N-(2,6-dichloro-phenyl)-N-propargyl-amino]-2-imidazoline and 40 ml of ethanol containing 5 drops of trimethylbenzyl ammonium hydroxide was refluxed for five hours, while stirring. Thereafter, the ethanol was evaporated in vacuo, and the residue was dissolved in dilute hydrochloric acid. The resulting solution was fractionally extracted with ether at stepwisely increasing pH-values (addition of 2 N sodium hydroxide). The thin-layer chromatographically uniform ethereal fractions having a pH of 9 or more were combined, dried over magnesium sulfate, and the ether was evaporated in vacuo, leaving 1 gm (18.7% of theory) of 7-(2,6-dichloro-phenyl)-2,3-dihydro-5-methyl-imidazo[1,2-α]imidazole, m.p. 113°-117° C.

Aufarbeitung

  1. temperaturewas refluxed for five hours
  2. customThereafter, the ethanol was evaporated in vacuo
  3. dissolutionthe residue was dissolved in dilute hydrochloric acid
  4. extractionThe resulting solution was fractionally extracted with ether at stepwisely increasing pH-values (addition of 2 N sodium hydroxide)
  5. dry with materialdried over magnesium sulfate
  6. customthe ether was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-03058b514d05496faa348475546a3566
Quelldatensatz
uspto-grants-1980_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04210659

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