Ammonia → (4'-Dimethylamino phenyl]-3-ureido benzoquinoneimine

HRID 1413039

Reaktionsgleichung

Reaktionsgleichung von HRID 1413039
[NH:1]([C:5]1[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9][CH:10]=1)[C:2]([NH2:4])=[O:3].[NH3:12].C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl.[CH3:27][N:28]([CH3:36])[C:29]1[CH:34]=[CH:33][C:32](N)=[CH:31][CH:30]=1.S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+].[OH2:49]>C(O)(C)C>[CH3:27][N:28]([CH3:36])[C:29]1[CH:34]=[CH:33][C:32]([C:9]2[C:10](=[O:49])[CH:5]([NH:1][C:2]([NH2:4])=[O:3])[C:6](=[NH:12])[C:7](=[O:11])[CH:8]=2)=[CH:31][CH:30]=1

Komponenten

8

Edukt 6

HCID 222AmmoniaHCID 962Water2×HCID 7472N,N-dimethyl-p-phenylenediamineHCID 12796m-HydroxyphenylureaHCID 62648Ammonium PersulfateHCID 149026Tetrafluoro-m-phenylenediamine dihydrochloride

Produkt 1

HCID 131710439(4'-Dimethylamino phenyl]-3-ureido benzoquinoneimine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

0.03 mole (4.56 g) of 3-ureido phenol is dissolved in 100 cc of isopropyl alcohol to which have been added 100 cc of ammonia at 22° Be. 350 g of crushed ice are then added to this solution. The resulting reaction mixture is maintained at about 0° C., and there are introduced simultaneously, with good agitation and with the aid of a double funnel, 0.03 mole (6.27 g) of the dihydrochloride of N,N-dimethyl paraphenylenediamine in 50 cc of water and 0.060 mole (13.7 g) of ammonium persulfate in 50 cc of water. At the end of this addition, the agitation is continued for 15 minutes and the above indoaniline which has precipitated is then filtered, washed with water, recrystallized in a mixture of dimethylformamide in water and dried under a vacuum. It exhibits a melting point of 226° C.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. additionthere are introduced simultaneously, with good agitation and with the aid of a double funnel
  3. additionAt the end of this addition
  4. customthe above indoaniline which has precipitated
  5. filtrationis then filtered
  6. washwashed with water
  7. customrecrystallized in a mixture of dimethylformamide in water
  8. customdried under a vacuum

Quellen und Nachweise

ORD-Eintrag
ord-4a7cea257bc9420e9612f16fff1bd406
Quelldatensatz
uspto-grants-1981_02
Patentnummer
US04248591

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