4,5-Dimethyl-1,2-phenylenediamine → 2,3-Dimethyl-7-trifluoromethylphenazine

HRID 376552

Reaktionsgleichung

Reaktionsgleichung von HRID 376552
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([NH2:9])=[C:4]([NH2:10])[CH:3]=1.[N+]([C:14]1[CH:15]=[C:16]([C:21]([F:24])([F:23])[F:22])[CH:17]=[CH:18][C:19]=1Br)([O-])=O.NC1C(N)=C(NC2C=CC=CC=2)C=CC=1>Cl>[CH3:8][C:7]1[C:2]([CH3:1])=[CH:3][C:4]2[C:5](=[N:9][C:19]3[C:18]([N:10]=2)=[CH:17][C:16]([C:21]([F:24])([F:23])[F:22])=[CH:15][CH:14]=3)[CH:6]=1

Komponenten

5

Edukt 3

HCID 766354,5-Dimethyl-1,2-phenylenediamineHCID 5207064-Bromo-3-nitrobenzotrifluorideHCID 118255529Diamino diphenylamine

Produkt 1

HCID 193501502,3-Dimethyl-7-trifluoromethylphenazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

The 2,3-dimethyl-7-trifluoromethylphenazine was prepared in a 3-step process, starting with 4,5-dimethyl-1,2-phenylenediamine and 3-nitro-4-bromobenzotrifluoride. The nucleophilic substitution product being the biarylamine was then reduced with stannous chloride in conc. HCl to the diamino diphenylamine.

Quellen und Nachweise

ORD-Eintrag
ord-90f75670a9244c1c83e6ad561753cf71
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06020987

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