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Sodium Carbonate → HCID 70489858, Verbindung

HRID 462436
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 462436
C(=O)([O-])[O-].[Na+].[Na+].C(O)(=O)C(O)=O.[CH3:13][N:14]([CH2:16][C:17]1[O:21][C:20]([CH2:22][SH:23])=[CH:19][CH:18]=1)[CH3:15].S(S([O-])=O)([O-])=O.[Na+].[Na+].[OH:32][CH2:33][CH2:34][NH:35][C:36](=[CH:40][N+:41]([O-:43])=[O:42])[N:37]1[CH2:39][CH2:38]1>O.CO.C(OCC)C>[CH3:15][N:14]([CH2:16][C:17]1[O:21][C:20]([CH2:22][S:23][CH2:39][CH2:38][NH:37][C:36]([NH:35][CH2:34][CH2:33][OH:32])=[CH:40][N+:41]([O-:43])=[O:42])=[CH:19][CH:18]=1)[CH3:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 10340Sodium Carbonate2×HCID 24489Sodium DithioniteHCID 12888901HCID 12888901, VerbindungHCID 713219382-{[1-(Aziridin-1-yl)-2-nitroethenyl]amino}ethan-1-ol

Produkt 1

HCID 70489858HCID 70489858, VerbindungAusbeute 69,7 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887
Methanol
Lösungsmittel
HCID 962WaterLösungsmittel
HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Ethyl ether (15 ml) and an excess of anhydrous sodium carbonate were added to a mixture in water of 0.13 g (0.5 mmole) of 5-[(dimethylamino)methyl]-2-furanmethanethiol oxalate (1:1), sodium dithionite (0.05 g) and anhydrous sodium carbonate (0.15 g). The mixture was filtered and the filtrate was evaporated under vacuum. 0.087 g (0.5 mmole) of N-(2-hydroxyethyl)-alpha-(nitromethylene)-1-aziridinemethaneamine and 4 ml of methanol were added to the residue. The mixture was evaporated to dryness and the residue was heated to 95°-100° C. for 1 hour and chromatographed over silica (methanol-0.88 NH3 ; 79:1). The appropriate eluate was evaporated under vacuum to give 0.12 g of N-[2-[[(5-[(dimethylamino)methyl]-2-furanyl)methyl]thio]ethyl]-N'-(2-hydroxyethyl)-2-nitro-1,1-ethenediamine having the same properties as the product prepared according to Example 1, paragraph (a).

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated under vacuum
  3. customThe mixture was evaporated to dryness
  4. temperaturethe residue was heated to 95°-100° C. for 1 hour
  5. customchromatographed over silica (methanol-0.88 NH3 ; 79:1)
  6. customThe appropriate eluate was evaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-bff2372a294a4c99b982a52e8633f784
Quelldatensatz
uspto-grants-1985_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04515806

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