Ammonia → 1,2-Diphenyl-1,2,4-triazolidine-3,5-dione

HRID 2393648

Reaktionsgleichung

Reaktionsgleichung von HRID 2393648
C([O:3][C:4](=O)[NH:5][C:6](N)=[O:7])C.[C:10]1([NH:16][NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.N>C1(C)C(C)=CC=CC=1>[C:18]1([N:17]2[C:6](=[O:7])[NH:5][C:4](=[O:3])[N:16]2[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 31222HydrazobenzeneHCID 69380Ethyl N-(aminocarbonyl)carbamate

Produkt 1

HCID 125653011,2-Diphenyl-1,2,4-triazolidine-3,5-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

50 g (0.378 Mol) of ethylallophanate and 76.6 g (0.416 Mol) of 1,2-diphenylhydrazine were suspended in 100 ml of anhydrous xylene and refluxed for 6 hours with stirring, during which time ammonia was released. The solvent was distilled off, the residue was mixed with 150 ml of xylene once more and refluxed for 1 hour. The mixture was left to cool, the reaction product was suction filtered, and thoroughly washed with cold xylene. After drying in vacuo, 60.0 g (63% of theory) of colourless crystals were obtained, mp. 216°-217° C.

Aufarbeitung

  1. temperaturerefluxed for 6 hours
  2. distillationThe solvent was distilled off
  3. additionthe residue was mixed with 150 ml of xylene once more
  4. temperaturerefluxed for 1 hour
  5. waitThe mixture was left
  6. temperatureto cool
  7. filtrationfiltered
  8. washthoroughly washed with cold xylene
  9. customAfter drying in vacuo, 60.0 g (63% of theory) of colourless crystals
  10. customwere obtained

Quellen und Nachweise

ORD-Eintrag
ord-40ec2afff7d74fcc8d31ee2ed8659371
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05807875

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