Methyl iodide → Methyl 4-(acetylamino)-3-nitrobenzoate

HRID 2400187Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2400187
[C:1]([NH:4][C:5]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]=1O)(=[O:3])[CH3:2].[CH:18](N(C(C)C)CC)(C)C.CI>CN(C=O)C>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:9]([O:11][CH3:18])=[O:10])=[CH:12][C:13]=1[N+:14]([O-:16])=[O:15])(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 81531DiisopropylethylamineHCID 33646654-(Acetylamino)-3-hydroxy-5-nitrobenzoic acid

Produkt 1

HCID 236856Methyl 4-(acetylamino)-3-nitrobenzoateAusbeute 94,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Compound 107 (1.50 g, 6.69 mmol) was dissolved in DMF (25 mL), and diisopropylethylamine (16.0, 92.7 mmol) and MeI (2.3 mL, 39 mmol) were added. The solid which formed was filtered and the filtrate was concentrated to dryness on a rotary evaporator to provide 15 (1.50 g, 94.3%) as a yellow solid: mp 123°-124° C. (ethanol). The literature (Appleton et al., 1970) reports mp 127° C.

Aufarbeitung

  1. customThe solid which formed
  2. filtrationwas filtered
  3. concentrationthe filtrate was concentrated to dryness on a rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-0e3cef2f91ae468d9e3d532552d23f8b
Quelldatensatz
uspto-grants-1995_09
Patentnummer
US05453533

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