Methylamine → (1-Amino-1H-pyrrol-2-yl)-2-thienylmethanone

HRID 327835Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 327835
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([C:8]1[N:9]([N:13]2C(=O)C3C(=CC=CC=3)C2=O)[CH:10]=[CH:11][CH:12]=1)=[O:7].CN>CN(C)C=O.O>[NH2:13][N:9]1[CH:10]=[CH:11][CH:12]=[C:8]1[C:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)=[O:7]

Komponenten

5

Edukt 2

HCID 6329MethylamineHCID 199731582-[2-(2-thienylcarbonyl)-1H-pyrrol-1-yl]-1H-isoindole-1,3(2H)dione

Produkt 1

HCID 19973146(1-Amino-1H-pyrrol-2-yl)-2-thienylmethanoneAusbeute 64,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2-[2-(2-thienylcarbonyl)-1H-pyrrol-1-yl]-1H-isoindole-1,3(2H)dione (15.43 g) in 50 ml of dimethylformamide was added 50 ml of 40% methylamine. The reaction mixture was stirred for 1.5 hours at room temperature, diluted with water and extracted with DCM. The combined organic layers were washed with water, dried over magnesium sulfate and evaporated in vacuo. The residual oil was recrystallized from ethyl ether/hexane to afford the product (5.96 g), m.p. 81°-82° C.

Aufarbeitung

  1. extractionextracted with DCM
  2. washThe combined organic layers were washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residual oil was recrystallized from ethyl ether/hexane

Quellen und Nachweise

ORD-Eintrag
ord-ed84de85642a42b08ce92b1342b86c8f
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05274116

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