Chloranil → HCID 12658710, Verbindung

HRID 1764245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1764245
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([NH:6][C:7]2[CH2:8][S:9][CH2:10][C:11]=2[C:12]#[N:13])=[C:4]([N+:16]([O-:18])=[O:17])[CH:3]=1.C1(Cl)C(=O)C(Cl)=C(Cl)C(=O)C=1Cl>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([NH:6][C:7]2[C:11]([C:12]#[N:13])=[CH:10][S:9][CH:8]=2)=[C:4]([N+:16]([O-:18])=[O:17])[CH:3]=1

Komponenten

4

Edukt 2

HCID 8371ChloranilHCID 126587034-(4-Chloro-2-nitroanilino)-2,5-dihydrothiophene-3-carbonitrile

Produkt 1

HCID 12658710HCID 12658710, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel2×

Versuchsvorschrift

3-(4-Chloro-2-nitroanilino)-2,5-dihydrothiophene-4-nitrile (14.09 g, 0.05 mol) dissolved in xylene (150 ml) was added to a solution of chloranil (12.3 g, 0.05 mol) in hot xylene (100 ml). The mixture was allowed to reflux for 2 hours. After cooling, the xylene was evaporated off under vacuum to leave a red-brown solid which was triturated with methanol to give a brick-red solid. The solid was recrystallised from hot methanol to give red crystals which were filtered off, washed with methanol and dried at 50° C. under vacuum. The dried product so obtained was the title compound, m.p. 214° C.

Aufarbeitung

  1. temperatureto reflux for 2 hours
  2. temperatureAfter cooling
  3. customthe xylene was evaporated off under vacuum
  4. customto leave a red-brown solid which
  5. customwas triturated with methanol
  6. customto give a brick-red solid
  7. customThe solid was recrystallised from hot methanol
  8. customto give red crystals which
  9. filtrationwere filtered off
  10. washwashed with methanol
  11. customdried at 50° C. under vacuum
  12. customThe dried product so obtained

Quellen und Nachweise

ORD-Eintrag
ord-2811e96acb4e4d179a87cfa1d092b2e8
Quelldatensatz
uspto-grants-1978_09
Patentnummer
US04115568

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