4-Methoxy-2-quinolinecarboxylic acid → HCID 178492678, Verbindung

HRID 258669

Reaktionsgleichung

Reaktionsgleichung von HRID 258669
[CH3:1][O:2][C:3]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=[C:5]([C:6](O)=[O:7])[CH:4]=1.[NH2:16][C:17]1[NH:21][N:20]=[N:19][N:18]=1>CN(C)C=O>[CH3:1][O:2][C:3]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=[C:5]([C:6]([NH:16][C:17]2[NH:21][N:20]=[N:19][N:18]=2)=[O:7])[CH:4]=1

Komponenten

4

Edukt 2

HCID 5945964-Methoxy-2-quinolinecarboxylic acidHCID 178509299HCID 178509299, Verbindung

Produkt 1

HCID 178492678HCID 178492678, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-Methoxyquinaldic acid (7.25 g) was dissolved in dry dimethylformamide (20 ml). N,N'-carbonyldiimidazole (5.8 g) was added, and the solution was stirred for 6 hours at room temperature. 5-Aminotetrazole (3.69 g) was added and the mixture was stirred overnight at room temperature. The solid was filtered off, washed with methanol and dissolved in dimethylformamide (50 ml) with the minimum addition of dimethylaminoethanol to effect dissolution. Water (50 ml) was added, and the solution was adjusted to pH 2 by the addition of aqueous hydrochloric acid. The solid was filtered off to give 4-methoxy-N(1H-tetrazol- 5-yl)quinaldamide, m.p. 289° (d).

Aufarbeitung

  1. stirringthe mixture was stirred overnight at room temperature
  2. filtrationThe solid was filtered off
  3. washwashed with methanol
  4. dissolutiondissolved in dimethylformamide (50 ml) with the minimum addition of dimethylaminoethanol
  5. dissolutiondissolution
  6. additionWater (50 ml) was added
  7. additionthe solution was adjusted to pH 2 by the addition of aqueous hydrochloric acid
  8. filtrationThe solid was filtered off

Quellen und Nachweise

ORD-Eintrag
ord-71265ad2affa449288b009151d4ae194
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04034075

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