Methane → 4-(3-Dimethylaminophenylamino)-6-nitroquinoline-3-carbonitrile

HRID 612268

Reaktionsgleichung

Reaktionsgleichung von HRID 612268
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:15]#[N:16].Cl.Cl.[CH3:19][N:20]([CH3:28])[C:21]1[CH:22]=[C:23]([CH:25]=[CH:26][CH:27]=1)[NH2:24].C(N(CC)CC)C.C>CCOC(C)=O>[CH3:19][N:20]([CH3:28])[C:21]1[CH:22]=[C:23]([NH:24][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:15]#[N:16])[CH:25]=[CH:26][CH:27]=1

Komponenten

6

Edukt 4

HCID 297MethaneHCID 8471TriethylamineHCID 771241,3-Benzenediamine, N1,N1-dimethyl-, hydrochloride (1:2)HCID 110856904-Chloro-6-nitroquinoline-3-carbonitrile

Produkt 1

HCID 224666434-(3-Dimethylaminophenylamino)-6-nitroquinoline-3-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Prepared from 5.00 g of 4-chloro-6-nitroquinoline-3-carbonitrile, 5.38 g of 3-dimethylaminoaniline dihydrochloride and 5.17 g of triethylamine in the same manner as Example 377. The crude product was taken up in EtOAc, treated with Darco, filtered through Celite, evaporated and dried in vacuo (50° C.). The yield of 4-(3-dimethylaminophenylamino)-6-nitroquinoline-3-carbonitrile was 5.62 g as brick red crystals: mass spectrum (electrospray, m/e): M+H 334.2.

Aufarbeitung

  1. filtrationfiltered through Celite
  2. customevaporated
  3. customdried in vacuo (50° C.)

Quellen und Nachweise

ORD-Eintrag
ord-6cf226f92135494bbfee969ccc94b8b4
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06002008

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