Methylamine → N-methyl benzothiophene-2-carboxamide

HRID 1761096

Reaktionsgleichung

Reaktionsgleichung von HRID 1761096
[CH3:1][NH2:2].[S:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH:5]=[C:4]1[C:12](Cl)=[O:13]>C1COCC1>[CH3:1][NH:2][C:12]([C:4]1[S:3][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH:5]=1)=[O:13]

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 142384Benzo[b]thiophene-2-carbonyl Chloride

Produkt 1

HCID 22593821N-methyl benzothiophene-2-carboxamideAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel3×

Versuchsvorschrift

To a stirred solution of 2.0 M methylamine in THF (60 mL) and THF (60 mL) was added dropwise at 0° C. a solution of benzothiophene-2-carbonyl chloride (10.8 g, 55 mmole) in THF (50 mL) over 15 minutes. After the addition the reaction was allowed to warm to RT then was concentrated under vacuum. Trituration with a cold solution of 4:1H2Q/methanol (50 mL), filtration, and drying under vacuum gave the title compound (10.35 g. 98%) as a white solid: MS (ES) m/e 191.9 (M+H)+.

Aufarbeitung

  1. additionAfter the addition the reaction
  2. concentrationthen was concentrated under vacuum
  3. filtrationTrituration with a cold solution of 4:1H2Q/methanol (50 mL), filtration
  4. customdrying under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-cc351b4018cf441c9e96d3268c0f6bbe
Quelldatensatz
uspto-grants-2005_01
Patentnummer
US06846819B1

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