Ammonia → 3-Methoxy-2-methylbenzamide

HRID 722778Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 722778
[CH3:1][O:2][C:3]1[C:4]([CH3:12])=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](O)=[O:7].C1C=CC2N(O)N=[N:19]C=2C=1.N>C(Cl)Cl.CN(C=O)C>[CH3:1][O:2][C:3]1[C:4]([CH3:12])=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([NH2:19])=[O:7]

Komponenten

6

Edukt 3

HCID 222AmmoniaHCID 757711-HydroxybenzotriazoleHCID 70214833-Methoxy-2-MethylBenzoic Acid

Produkt 1

HCID 160946953-Methoxy-2-methylbenzamideAusbeute 58,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3-Methoxy-2-methylbenzoic acid (5.0 g, 30 mmol) in CH2Cl2 (90 ml) and DMF (90 ml) was treated with HOBt (4.06 g, 30 mmol) and WSCDI (5.75 g, 30 mmol) and the resulting mixture stirred at RT for 20 min. After cooling to 0° C. ammonia (2H in EtOH, 30 ml, 60 mmol) was added and the mixture stirred for a further 2 h. The mixture was filtered, the solvent was removed from the filtrate. The crude material was taken up in CH2Cl2 and washed with water and brine and dried (Na2SO4), which gave a white solid (2.9 g) on isolation.

Aufarbeitung

  1. additionwas added
  2. stirringthe mixture stirred for a further 2 h
  3. filtrationThe mixture was filtered
  4. customthe solvent was removed from the filtrate
  5. washwashed with water and brine
  6. dry with materialdried (Na2SO4), which

Quellen und Nachweise

ORD-Eintrag
ord-4ff1234690cc47ada1da1f051ad33c7c
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07138527B2

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