N,N,2,2-Tetramethylpropane-1,3-diamine → HCID 178446432, Verbindung

HRID 729931

Reaktionsgleichung

Reaktionsgleichung von HRID 729931
[Mn]([O-])(=O)(=O)=O.C([N+](CC)(CC)CC)C1C=CC=CC=1.[CH2:20]([O:27][C:28]1[CH:33]=[CH:32][C:31]([NH:34][C:35]([NH:37][CH2:38][CH2:39][CH:40]([CH3:42])[CH3:41])=S)=[CH:30][CH:29]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[CH3:43][N:44]([CH3:51])[CH2:45][C:46]([CH3:50])([CH3:49])[CH2:47][NH2:48]>O1CCCC1>[CH2:20]([O:27][C:28]1[CH:33]=[CH:32][C:31]([NH:34][C:35]([NH:48][CH2:47][C:46]([CH3:50])([CH3:49])[CH2:45][N:44]([CH3:51])[CH3:43])=[N:37][CH2:38][CH2:39][CH:40]([CH3:42])[CH3:41])=[CH:30][CH:29]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Komponenten

5

Edukt 3

HCID 104477N,N,2,2-Tetramethylpropane-1,3-diamineHCID 11781896Benzyltriethylammonium permanganateHCID 86091663N-(4-benzyloxyphenyl)-N'-(3-methylbutyl)thiourea

Produkt 1

HCID 178446432HCID 178446432, VerbindungAusbeute 25,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Benzyltriethylammonium permanganate (0.281 g; 1.5 eq.) is added, at 5° C. and portionwise, to a solution of N-(4-benzyloxyphenyl)-N′-(3-methylbutyl)thiourea (0.200 g) and 3-dimethylamino-2,2-dimethylpropylamine (0.156 g; 2 eq.) in tetrahydrofuran (THF; 2.2 ml). The reaction medium is stirred for three days at room temperature. After filtration and concentration, the product is purified by chromatography on silica (eluent: methanol +0.1% acetic acid). The product, dissolved in dichloromethane, is washed with 1N sodium hydroxide. After drying and concentration, 0.067 g of N-(4-benzyloxyphenyl)-N′-(3-dimethylamino-2,2-dimethylpropyl)-N″-(3-methylbutyl)guanidine is obtained.

Aufarbeitung

  1. filtrationAfter filtration and concentration
  2. customthe product is purified by chromatography on silica (eluent: methanol +0.1% acetic acid)
  3. dissolutionThe product, dissolved in dichloromethane
  4. washis washed with 1N sodium hydroxide
  5. customAfter drying
  6. concentrationconcentration

Quellen und Nachweise

ORD-Eintrag
ord-ae43a2fc7011427a893068ca93484117
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07582656B2

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