Isoniazid → HCID 178527959, Verbindung

HRID 334510

Reaktionsgleichung

Reaktionsgleichung von HRID 334510
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]=[C:9]=[S:10].[C:11]([NH:19][NH2:20])(=O)[C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:11]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)=[N:19][N:20]=[C:9]1[SH:10]

Komponenten

4

Edukt 2

HCID 3767IsoniazidHCID 1231711-Chloro-2-isothiocyanatobenzene

Produkt 1

HCID 178527959HCID 178527959, VerbindungAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 1-chloro-2-isothiocyanatobenzene 1 (3 g, 17.68 mmol) and isonicotinohydrazide 2 (2.43 g, 17.68 mmol) in acetonitrile was stirred at ambient temperature for 18 hours, concentrated to dryness, and 100 mL of 10% K2CO3 (aq.) was added. The resulting mixture was stirred under reflux for 6 hours. The clear solution was cooled to ambient temperature, washed with ether and acidified with 1N HCl. The solid was collected, washed with H2O and ether, and dried to afford compound 4 (4.3 g). Yield: 86%.

Aufarbeitung

  1. concentrationconcentrated to dryness, and 100 mL of 10% K2CO3 (aq.)
  2. additionwas added
  3. stirringThe resulting mixture was stirred
  4. temperatureunder reflux for 6 hours
  5. temperatureThe clear solution was cooled to ambient temperature
  6. washwashed with ether
  7. customThe solid was collected
  8. washwashed with H2O and ether
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-7bfce2b59fb747549e83b6259c61ed31
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883827B2

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