Benzoyl chloride, 3-nitro- → 4,5-Dimethoxy-2-(3-nitrophenyl)aminobenzamide

HRID 61637

Reaktionsgleichung

Reaktionsgleichung von HRID 61637
[NH2:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[C:8]([O:13][CH3:14])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[N+:15]([C:18]1[CH:19]=[C:20]([CH:24]=[CH:25][CH:26]=1)C(Cl)=O)([O-:17])=[O:16]>N1C=CC=CC=1>[CH3:12][O:11][C:9]1[C:8]([O:13][CH3:14])=[CH:7][C:3]([C:4]([NH2:6])=[O:5])=[C:2]([NH:1][C:25]2[CH:24]=[CH:20][CH:19]=[C:18]([N+:15]([O-:17])=[O:16])[CH:26]=2)[CH:10]=1

Komponenten

4

Edukt 2

HCID 8495Benzoyl chloride, 3-nitro-HCID 108672362-Amino-4,5-dimethoxybenzamide

Produkt 1

HCID 668250984,5-Dimethoxy-2-(3-nitrophenyl)aminobenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a suspension of 2-amino-4,5-dimethoxybenzamide (5.05 g, 25.7 mmole) and 3-nitro benzoyl chloride (5.2 g, 28.0 mmole) CHCl3 (120 ml) was added pyridine (50 ml) drop wise at RT. The reaction mixture was stirred at RT for 24 h. The solvent was removed in vacuo and residue was triturated with Et2O, filtered and dried under high vacuum to give 4,5-dimethoxy-2-(3-nitrophenyl)aminobenzamide, which was used directly in the next step.

Aufarbeitung

  1. customThe solvent was removed in vacuo and residue
  2. customwas triturated with Et2O
  3. filtrationfiltered
  4. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-41cca07868b74e43a295ba5f4044bd66
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440961B2

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