Triethylamine → HCID 18961068, Verbindung

HRID 487966Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 487966
C(N(CC)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[O:25]=[C:26]1[NH:30][CH2:29][CH:28]([C:31]([OH:33])=O)[S:27]1.[N+]([O-])(O)=O.[N+:38]([O:41][CH2:42][CH2:43][NH2:44])([O-:40])=[O:39]>O1CCCC1>[N+:38]([O:41][CH2:42][CH2:43][NH:44][C:31]([CH:28]1[S:27][C:26](=[O:25])[NH:30][CH2:29]1)=[O:33])([O-:40])=[O:39]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 199401P,P-Diphenylphosphinic azideHCID 189610442-Oxo-1,3-thiazolidine-5-carboxylic acid

Produkt 1

HCID 18961068HCID 18961068, VerbindungAusbeute 83,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.85 ml of triethylamine and 0.53 ml of diphenylphosphoryl azide were added, whilst ice-cooling, to a suspension of 0.30 g of 2-oxothiazolidine-5-carboxylic acid (prepared as described in Preparation 3) and 0.41 g of N-(2-nitrooxyethyl)amine nitrate in 10 ml of dry tetrahydrofuran, and the resulting mixture was stirred at room temperature for 2.5 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the residue was purified by column chromatography through silica gel, using ethyl acetate as the eluent. The crude crystals thus obtained were triturated with diisopropyl ether, collected by filtration and washed to give 0.40 g of the title compound as a colorless powder, melting at 114°-115° C.

Aufarbeitung

  1. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  2. customthe residue was purified by column chromatography through silica gel
  3. customThe crude crystals thus obtained
  4. customwere triturated with diisopropyl ether
  5. filtrationcollected by filtration
  6. washwashed

Quellen und Nachweise

ORD-Eintrag
ord-4c9ecbe3fcd84802bfb73505c444ca24
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05298516

Notizen zur Reaktion

Wird geladen…