Methyl 3-methylanthranilate → HCID 14155300, Verbindung

HRID 477237

Reaktionsgleichung

Reaktionsgleichung von HRID 477237
[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[C:3]=1[NH2:12].[CH3:13][C:14]1[CH:15]=[N:16][C:17]2[N:18]([N:20]=[C:21]([S:23](Cl)(=[O:25])=[O:24])[N:22]=2)[CH:19]=1>N1C=CC=CC=1>[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[C:3]=1[NH:12][S:23]([C:21]1[N:22]=[C:17]2[N:16]=[CH:15][C:14]([CH3:13])=[CH:19][N:18]2[N:20]=1)(=[O:24])=[O:25]

Komponenten

4

Edukt 2

HCID 2763406Methyl 3-methylanthranilateHCID 14155111HCID 14155111, Verbindung

Produkt 1

HCID 14155300HCID 14155300, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Methyl 3-methylanthranilate (2.1 g, 13 mmol) was dissolved in 4 ml pyridine and 6-methyl-1,2,4-triazolo-[1,5-a]pyrimidine-2-sulfonyl chloride was added. After a mild exothermic reaction subsided the reaction mixture was stirred at 50° C. for 24 hours. The pyridine was removed by evaporation at reduced pressure and the residue was treated with in 10% aqueous sodium bicarbonate. Insoluble material was collected by filtration, washed with ether and dried to yield 2.9 (63%) of the desired product as a solid, mp 198.5°-205° C. An analytical sample was prepared by recrystallization from ethanol to yield a crystalline solid, mp 208.5°-210.5° C. IR and 1H NMR spectra were in agreement with the assigned structure.

Aufarbeitung

  1. customAfter a mild exothermic reaction
  2. customThe pyridine was removed by evaporation at reduced pressure
  3. additionthe residue was treated with in 10% aqueous sodium bicarbonate
  4. filtrationInsoluble material was collected by filtration
  5. washwashed with ether
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ac0caadbec874f039ccb897bacfe56f8
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04886883

Verknüpfte Notizen

Wird geladen…