Hydrochloric Acid → 2-chloro-4-(methylsulfonyl)-N-(1-(2-methoxyethyl)tetrazol-5-yl)-benzamide

HRID 68215Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 68215
[Cl:1][C:2]1[CH:10]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH2:15][C:16]1[N:20]([CH2:21][CH2:22][O:23][CH3:24])[N:19]=[N:18][N:17]=1.O.Cl>N1C=CC=CC=1.CC(=O)OCC>[Cl:1][C:2]1[CH:10]=[C:9]([S:11]([CH3:14])(=[O:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([NH:15][C:16]1[N:20]([CH2:21][CH2:22][O:23][CH3:24])[N:19]=[N:18][N:17]=1)=[O:5]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 11128804Benzoyl chloride, 2-chloro-4-(methylsulfonyl)-HCID 583353441-(2-methoxyethyl)-1H-1,2,3,4-tetrazol-5-amine

Produkt 1

HCID 867235572-chloro-4-(methylsulfonyl)-N-(1-(2-methoxyethyl)tetrazol-5-yl)-benzamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

176 mg (0.75 mmol) of 2-chloro-4-(methylsulfonyl)benzoyl chloride, 145 mg (1.0 mmol) of 5-amino-1-(2-methoxyethyl)tetrazole in 2 ml of pyridine are stirred at 60° C. for 12 h. 0.1 ml of water is then added, the mixture is stirred at 60° C. for 30 min and EA and 2N HCl are added. The organic phase is separated off and washed with 2N HCl and brine, dried over Na2SO4, concentrated and purified by RP—HPLC (acetonitrile/water). Yield 66 mg (23%).

Aufarbeitung

  1. customThe organic phase is separated off
  2. washwashed with 2N HCl and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. custompurified by RP—HPLC (acetonitrile/water)

Quellen und Nachweise

ORD-Eintrag
ord-c8af9790b4d94610883b5f1185ffa93e
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822378B2

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