Phosgene → HCID 20143943, Verbindung

HRID 2118432Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2118432
C(N[C:6]([NH:8][S:9]([CH2:12][C:13]1[C:22]([S:23]([N:26]([CH3:28])[CH3:27])(=[O:25])=[O:24])=[CH:21][CH:20]=[CH:19][C:14]=1[C:15]([O:17][CH3:18])=[O:16])(=[O:11])=[O:10])=[O:7])CCC.N12CCN(CC1)CC2.C(Cl)(Cl)=O>>[CH3:27][N:26]([S:23]([C:22]1[CH:21]=[CH:20][CH:19]=[C:14]([C:15]([O:17][CH3:18])=[O:16])[C:13]=1[CH2:12][S:9]([N:8]=[C:6]=[O:7])(=[O:11])=[O:10])(=[O:25])=[O:24])[CH3:28]

Komponenten

4

Edukt 3

HCID 6371PhosgeneHCID 9237DabcoHCID 139376452-[[[(n-Butyl)aminocarbonyl]aminosulfonyl]methyl]-3-(N,N-dimethylamino)sulfonylbenzoic acid, methyl ester

Produkt 1

HCID 20143943HCID 20143943, Verbindung

Versuchsvorschrift

A suspension of 7.4 g of the product from Example 15 and 0.1 g of 1,4-diazabicyclo[2.2.2]octane in 100 ml xylenes was heated to reflux temperature. To this solution was added 1.5 ml of phosgene at a rate that maintained the temperature above 130°. When the addition was complete, the turbid solution was heated at reflux temperature for about one hour, allowed to cool, and then filtered under an atmosphere of nitrogen. Removal of the solvent from the filtrate gave the product as a dark oil which was dissolved in dry methylene chloride and carried on to the next step without purification. The infrared spectrum of this intermediate displayed a characteristic isocyanate absorption at 2240 cm-1.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux temperature
  3. temperaturemaintained the temperature above 130°
  4. additionWhen the addition
  5. temperaturethe turbid solution was heated
  6. temperatureat reflux temperature for about one hour
  7. temperatureto cool
  8. filtrationfiltered under an atmosphere of nitrogen
  9. customRemoval of the solvent from the filtrate

Quellen und Nachweise

ORD-Eintrag
ord-a526caeb438b441296c8ee4669a0c2fc
Quelldatensatz
uspto-grants-1987_07
Patentnummer
US04678500

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