Hydrochloric Acid → HCID 178491595, Verbindung

HRID 34960

Reaktionsgleichung

Reaktionsgleichung von HRID 34960
[NH2:1][C:2]1[NH:6][N:5]=[N:4][N:3]=1.[H-].[Na+].[CH3:9][O:10][C:11]1[CH:20]=[CH:19][C:14]([C:15](OC)=[O:16])=[C:13]([O:21][CH:22]([CH3:24])[CH3:23])[CH:12]=1.Cl>CS(C)=O.C(O)C>[CH3:9][O:10][C:11]1[CH:20]=[CH:19][C:14]([C:15]([NH:1][C:2]2[NH:6][N:5]=[N:4][N:3]=2)=[O:16])=[C:13]([O:21][CH:22]([CH3:24])[CH3:23])[CH:12]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 14276512Methyl 2-isopropoxy-4-methoxybenzoateHCID 178509299HCID 178509299, Verbindung

Produkt 1

HCID 178491595HCID 178491595, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittel3×HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A solution of 3.0 g (35.3 mmol) of anhydrous 5-aminotetrazole in 20 ml of dimethyl sulfoxide is added dropwise to a 15° to 20° C. slurry of 2.8 g (70.0 mmol) of 60% NaH (oil dispersion) in 75 ml of dimethyl sulfoxide under nitrogen atmosphere. The resulting mixture is stirred at 25° C. for 2.5 hours. A solution of 6.50 g (28.98 mmol) of methyl 4-methoxy-2-(1-methylethoxy)benzoate in 25 ml of dimethyl sulfoxide is added dropwise to the reaction and stirred at 25° C. for 18 hours. The reaction is poured onto 600 g of ice-water and the resulting aqueous solution is acidified with aqueous 10% HCl. The product is isolated by vacuum filtration and recrystallization from 95% ethanol gives 1.90 g (8.03 g theoretical, 24%) of the analytically pure 4-methoxy-2-(1-methylethoxy)-N-1H-tetrazol-5-ylbenzamide as fine, white needles having a melting point of 212° -213° C.

Aufarbeitung

  1. stirringstirred at 25° C. for 18 hours

Quellen und Nachweise

ORD-Eintrag
ord-ac4c27ac2f6f4849b7ba4003c0c8aa14
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04764525

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