Methylamine → Benzoic acid, 2-(methylamino)-3-nitro-, methyl ester

HRID 1698528

Reaktionsgleichung

Reaktionsgleichung von HRID 1698528
Cl[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH3:15][NH2:16]>O1CCCC1>[CH3:15][NH:16][C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 10751184Methyl 2-chloro-3-nitrobenzoate

Produkt 1

HCID 59635415Benzoic acid, 2-(methylamino)-3-nitro-, methyl esterAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 21.5 g (99.5 mmol) of methyl 2-chloro-3-nitrobenzoate in 300 mL of tetrahydrofuran (THF) was treated with drop wise addition of 300 mL (597 mmol) of methylamine (2M solution in THF) and was stirred overnight at room temperature. The reaction was concentrated to dryness, dissolved in dichloromethane, and washed with aqueous sodium bicarbonate and water. The organics were dried over sodium sulfate, filtered, and concentrated in vacuo to give 20.8 g (100%) of the title compound.

Aufarbeitung

  1. concentrationThe reaction was concentrated to dryness
  2. dissolutiondissolved in dichloromethane
  3. washwashed with aqueous sodium bicarbonate and water
  4. dry with materialThe organics were dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-749a808ba22c4faca68f4875942b2870
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163935B2

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