Methylamine → N-Methyl-1H-pyrrole-2-carboxamide

HRID 456658Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 456658
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([OH:8])=O.C(Cl)(=O)C(Cl)=O.[CH3:15][NH2:16]>C(Cl)Cl.CN(C=O)C.N1C=CC=C1C(Cl)=O.C(OCC)(=O)C>[CH3:15][NH:16][C:6]([C:2]1[NH:1][CH:5]=[CH:4][CH:3]=1)=[O:8]

Komponenten

8

Edukt 3

HCID 6329MethylamineHCID 12473Pyrrole-2-Carboxylic AcidHCID 65578Oxalyl chloride

Produkt 1

HCID 23273389N-Methyl-1H-pyrrole-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 6228DimethylformamideKatalysatorHCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 224558Pyrrole-2-carbonyl chlorideLösungsmittel

Versuchsvorschrift

To a solution of 1H-pyrrole-2-carboxylic acid (1 g, 9 mmol) (Aldrich, Milwaukee, Wis.) in DCM (15 mL) was added oxalyl chloride (1.1 mL) and DMF (3 drops). The mixture was stirred at room temperature resulting in 1H-pyrrole-2-carbonyl chloride. Methylamine (30 mmol) was then added to the acid chloride and the mixture was stirred at room temperature. The reaction was diluted with ethyl acetate, washed with brine (2×), NaHCO3, dried and concentrated to give 1H-pyrrole-2-carboxylic acid methylamide.

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature
  2. washwashed with brine (2×), NaHCO3
  3. customdried
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b651e65a5daa42c48177d12dc97e29c8
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186716B2

Notizen zur Reaktion

Wird geladen…