2-Hydrazinylidene-1,2-diphenylethanone → HCID 12688534, Verbindung

HRID 1732649Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1732649
[C:1]1([C:7](=[N:16][NH2:17])[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:18]1([S:24]([CH2:27][C:28](OCC)=[O:29])(=[O:26])=[O:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[O-]CC.[Na+]>C(O)C>[C:18]1([S:24]([C:27]2[C:28](=[O:29])[NH:17][N:16]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:8]=2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)(=[O:25])=[O:26])[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Komponenten

5

Edukt 3

HCID 792892-Hydrazinylidene-1,2-diphenylethanoneHCID 82078Ethyl (phenylsulphonyl)acetateHCID 2723922Sodium ethoxide

Produkt 1

HCID 12688534HCID 12688534, VerbindungAusbeute 34 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Benzilmonohydrazone (20.3 g) and ethyl α-phenylsulfonylacetate (22.8 g) were charged to a dry reaction flask in absolute ethanol (250 ml). With stirring, sodium ethoxide (6.8 g) was added portionwise When addition was complete, the reaction was heated to reflux for 12 hours. During this time, a 10 percent excess (2.3 g) of the ester was added. The cooled solution was quenched in an equal volume of water and concentrated HCl was added to precipitate a solid. The product was filtered from the cold mixture and recrystallized from ethanol to obtain the title compound as a white solid (34 percent yield), m.p. 254°-256° C.

Aufarbeitung

  1. additionWhen addition
  2. temperaturethe reaction was heated
  3. temperatureto reflux for 12 hours
  4. customThe cooled solution was quenched in an equal volume of water and concentrated HCl
  5. additionwas added
  6. customto precipitate a solid
  7. filtrationThe product was filtered from the cold mixture
  8. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-a19b5ef609e84c208cffcf290743f1b9
Quelldatensatz
uspto-grants-1980_12
Patentnummer
US04238490

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