Pyridine → 5-Methoxy-2-(3-nitrobenzoyl)aminobenzamide

HRID 61630

Reaktionsgleichung

Reaktionsgleichung von HRID 61630
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].N1C=CC=CC=1.[N+:19]([C:22]1[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=1)[C:25](Cl)=[O:26])([O-:21])=[O:20]>C(Cl)(Cl)Cl>[CH3:12][O:11][C:8]1[CH:9]=[CH:10][C:2]([NH:1][C:25](=[O:26])[C:24]2[CH:28]=[CH:29][CH:30]=[C:22]([N+:19]([O-:21])=[O:20])[CH:23]=2)=[C:3]([CH:7]=1)[C:4]([NH2:6])=[O:5]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 8495Benzoyl chloride, 3-nitro-HCID 203382172-Amino-5-methoxybenzamide

Produkt 1

HCID 593619435-Methoxy-2-(3-nitrobenzoyl)aminobenzamideAusbeute 133,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a suspension of 2-amino-5-methoxybenzamide (2.42 g, 14.6 mmol) and pyridine (6 mL) in CHCl3 (120 mL) was added 3-nitrobenzoyl chloride (3.0 g, 16.1 mmol). The resulting mixture was stirred at RT for 6 h. The volatiles were removed in vacuo and the resultant solid was washed with Et2O to give the 5-Methoxy-2-(3-nitrobenzoyl)aminobenzamide (6.15 g) which was taken directly on to the next step. HPLC retention time 6.58 mins.

Aufarbeitung

  1. customThe volatiles were removed in vacuo
  2. washthe resultant solid was washed with Et2O

Quellen und Nachweise

ORD-Eintrag
ord-fc159f7e15dc4e17a0f43b00764ca618
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440961B2

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