Hydrochloric Acid → Methyl 6-(4-(ethylsulfonyl)phenoxy)-2-pyridin-2-yl-1H-benzimidazole-5-carboxylate

HRID 1671664Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1671664
[CH2:1]([S:3]([C:6]1[CH:34]=[CH:33][C:9]([O:10][C:11]2[CH:20]=[C:19]([NH:21][C:22]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)=O)[C:18]([N+:30]([O-])=O)=[CH:17][C:12]=2[C:13]([O:15][CH3:16])=[O:14])=[CH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2].O.O.[Sn](Cl)Cl.Cl.C(=O)([O-])O.[Na+]>CN(C)C=O.CO.C(OCC)(=O)C>[CH2:1]([S:3]([C:6]1[CH:34]=[CH:33][C:9]([O:10][C:11]2[C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:17][C:18]3[NH:30][C:22]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=4)=[N:21][C:19]=3[CH:20]=2)=[CH:8][CH:7]=1)(=[O:4])=[O:5])[CH3:2]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 57433541Methyl 2-[4-(ethylsulfonyl)phenoxy]-5-nitro-4-[(2-pyridinylcarbonyl)amino]benzoate

Produkt 1

HCID 57433643Methyl 6-(4-(ethylsulfonyl)phenoxy)-2-pyridin-2-yl-1H-benzimidazole-5-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Methyl 2-[4-(ethylsulfonyl)phenoxy]-5-nitro-4-[(2-pyridinylcarbonyl)amino]benzoate (7.46 g) was suspended in dimethylformamide (37 ml) and methanol (37 ml), and tin(II) chloride dihydrate (17.3 g) and concentrated hydrochloric acid (15 ml) were added to it, and stirred under heat at 80° C. for 40 minutes. The reaction liquid was restored to room temperature, and gradually added to an aqueous sodium hydrogencarbonate solution and neutralized. Ethyl acetate was added to it, and stirred at room temperature for 30 minutes, and the formed salt was taken out through filtration. The filtrate was washed with water and saturated saline water. After dried, the solvent was evaporated away to obtain the entitled compound as a yellow solid.

Aufarbeitung

  1. customThe reaction liquid
  2. customwas restored to room temperature
  3. stirringstirred at room temperature for 30 minutes
  4. filtrationthe formed salt was taken out through filtration
  5. washThe filtrate was washed with water and saturated saline water
  6. customAfter dried
  7. customthe solvent was evaporated away

Quellen und Nachweise

ORD-Eintrag
ord-efce8ba978f24b90b5aa16abeb002c00
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07994331B2

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