O-Xylene → 6-Nitro-1-phenyl-1,2-dihydroindazole-3-thione

HRID 68675Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 68675
[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([C:8](=O)[NH:9][N:10]2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C1(C)C(C)=CC=CC=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:29]>C(OCC)(=O)C>[N+:1]([C:4]1[CH:12]=[C:11]2[C:7]([C:8](=[S:29])[NH:9][N:10]2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 7237O-XyleneHCID 14817Phosphorus sulfide (P2S5)HCID 569578826-Nitro-1-phenyl-1,2-dihydroindazol-3-one

Produkt 1

HCID 498399766-Nitro-1-phenyl-1,2-dihydroindazole-3-thione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

Into a 250-mL 3-necked round-bottom flask, was placed 6-nitro-1-phenyl-1,2-dihydroindazol-3-one (15 g, 58.82 mmol, 1.00 equiv), xylene (150 mL), P2S5 (52.2 g, 235.14 mmol). The resulting solution was heated to reflux for 40 min in an oil bath. The resulting mixture was then cooled to 25° C. The resulting solution was diluted with ethyl acetate (50 mL). The solids were filtered out to yield 6-nitro-1-phenyl-1,2-dihydroindazole-3-thione as a yellow solid. MS: 272 (MH+).

Aufarbeitung

  1. customInto a 250-mL 3-necked round-bottom flask, was placed
  2. temperatureThe resulting solution was heated
  3. temperatureto reflux for 40 min in an oil bath
  4. filtrationThe solids were filtered out

Quellen und Nachweise

ORD-Eintrag
ord-ac59e4f677854e1eae203ec6c547c40b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822447B2

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