Phosgene → Ethyl 3-(chloroformyl)carbazate

HRID 1979611

Reaktionsgleichung

Reaktionsgleichung von HRID 1979611
[C:1]([Cl:4])(Cl)=[O:2].[CH2:5]([O:7][C:8](=[O:11])[NH:9][NH2:10])[CH3:6]>CCOCC>[C:8]([NH:9][NH:10][C:1]([Cl:4])=[O:2])([O:7][CH2:5][CH3:6])=[O:11]

Komponenten

4

Edukt 2

HCID 6371Phosgene2×HCID 20064Hydrazinecarboxylic acid, ethyl ester2×

Produkt 1

HCID 84905Ethyl 3-(chloroformyl)carbazate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel3×

Versuchsvorschrift

A one-liter flask is fitted with a gas-dispersion tube, a 500 ml dropping funnel, a stirrer and a condenser fitted with a drying tube. The gas-dispersion tube is connected to a laboratory tank of phosgene on a pan balance. Dry ether, 200 ml, is placed in the flask. The flask is cooled with an ice bath. Phosgene, 115 g (1.2M) is run into the ether. Ethylcarbazate, 24 g (0.24M), is added to 500 ml of ether and placed in the dropping funnel. The solution of ethylcarbazate is added slowly and when addition is complete, the reaction is allowed to stir overnight. The solution is filtered and the solvent and excess phosgene removed with a vacuum pump fitted with a dry-ice trap. The trapped phosgene is destroyed by addition to a mixture of NaHCO3 solution and ice. The product is a white powder which is redissolved in ether and filtered. The ether is evaporated resulting in a crystalline white solid weighing 38 g, mp 77°-80°.

Aufarbeitung

  1. customA one-liter flask is fitted with a gas-dispersion tube
  2. customfitted with a drying tube
  3. temperatureThe flask is cooled with an ice bath
  4. additionwhen addition
  5. filtrationThe solution is filtered
  6. customthe solvent and excess phosgene removed with a vacuum pump
  7. customfitted with a dry-ice trap
  8. customThe trapped phosgene is destroyed by addition to a mixture of NaHCO3 solution and ice
  9. dissolutionis redissolved in ether
  10. filtrationfiltered
  11. customThe ether is evaporated
  12. customresulting in a crystalline white solid

Quellen und Nachweise

ORD-Eintrag
ord-947dbe87aece4a61b2d15e95bb7583d1
Quelldatensatz
uspto-grants-1984_11
Patentnummer
US04481356

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