[3-(2-Amino-3-nitro-phenylcarbamoyl)-propyl]methyl-carbamic acid tert-butyl ester → methyl-[3-(4-nitro-1H-benzoimidazol-2-yl)-propyl]-carbamic acid tert-butyl ester

HRID 220281

Reaktionsgleichung

Reaktionsgleichung von HRID 220281
[C:1]([O:5][C:6](=[O:25])[N:7]([CH2:9][CH2:10][CH2:11][C:12](=O)[NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[C:15]=1[NH2:23])[CH3:8])([CH3:4])([CH3:3])[CH3:2]>C(O)(=O)C>[C:1]([O:5][C:6](=[O:25])[N:7]([CH3:8])[CH2:9][CH2:10][CH2:11][C:12]1[NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[C:15]=2[N:23]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

3

Edukt 1

HCID 68412474[3-(2-Amino-3-nitro-phenylcarbamoyl)-propyl]methyl-carbamic acid tert-butyl ester

Produkt 1

HCID 68412537methyl-[3-(4-nitro-1H-benzoimidazol-2-yl)-propyl]-carbamic acid tert-butyl esterAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 4.4 g of [3-(2-amino-3-nitro-phenylcarbamoyl)-propyl]methyl-carbamic acid tert-butyl ester in 36 mL of acetic acid was heated at 90° C. for 5 h and concentrated in vacuo. The residue was taken up in DCM, washed with sat. NaHCO3 solution, dried over anh. Na2SO4 and concentrated in vacuo to yield 3.8 g of methyl-[3-(4-nitro-1H-benzoimidazol-2-yl)-propyl]-carbamic acid tert-butyl ester as dark yellow oil.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. washwashed with sat. NaHCO3 solution
  3. dry with materialdried over anh. Na2SO4
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4aded8f57dda4ab0a40aa39f5dd8194c
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202885B2

Verknüpfte Notizen

Wird geladen…