4,4'-Dimethoxybenzil → 2,3-Bis(4-methoxyphenyl)quinoxaline-6-carbonitrile

HRID 716931

Reaktionsgleichung

Reaktionsgleichung von HRID 716931
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=O)=[CH:5][CH:4]=1.[NH2:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[NH2:30])[C:25]#[N:26]>C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)=[N:21][C:22]3[C:29](=[CH:28][CH:27]=[C:24]([C:25]#[N:26])[CH:23]=3)[N:30]=2)=[CH:5][CH:4]=1

Komponenten

4

Edukt 2

HCID 710434,4'-DimethoxybenzilHCID 7372853,4-Diaminobenzonitrile

Produkt 1

HCID 670419752,3-Bis(4-methoxyphenyl)quinoxaline-6-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Into a 100-mL round-bottom flask, was placed a solution of 1,2-bis(4-methoxyphenyl)ethane-1,2-dione (200 mg, 0.74 mmol, 1.00 equiv) in acetic acid (20 mL), 3,4-diaminobenzonitrile (118.2 mg, 0.89 mmol, 1.20 equiv). The resulting solution was stirred for 1 h at reflux in an oil bath. The reaction was then quenched by the addition of water. The solids were collected by filtration and washed with MeOH. This resulted in 205 mg (71%) of 2,3-bis(4-methoxyphenyl)quinoxaline-6-carbonitrile as a yellow solid.

Aufarbeitung

  1. customInto a 100-mL round-bottom flask, was placed
  2. temperatureat reflux in an oil bath
  3. customThe reaction was then quenched by the addition of water
  4. filtrationThe solids were collected by filtration
  5. washwashed with MeOH
  6. customThis resulted in 205 mg (71%) of 2,3-bis(4-methoxyphenyl)quinoxaline-6-carbonitrile as a yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-e77c13de211642a395f09dd1a0a16102
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09193693B2

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