Ammonia → 4-Bromothiophene-2-carboxamide

HRID 1924956Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1924956
[Br:1][C:2]1C=C[S:4][C:3]=1C(O)=O.Cl.C(N=C=N[CH2:16][CH2:17][CH2:18][N:19](C)C)C.O.[OH:23]N1C2C=CC=CC=2N=N1.N>CN(C=O)C.O>[Br:1][C:2]1[CH:16]=[C:17]([C:18]([NH2:19])=[O:23])[S:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 222AmmoniaHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27396883-Bromothiophene-2-carboxylic acidHCID 27960291-Hydroxybenzotriazole hydrate

Produkt 1

HCID 128360674-Bromothiophene-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In the same way as described for Compound 179, step 2, using 4 bromo-thiophene-2-carboxylic acid (2.0 g, 9.66 mmol), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide hydrochloride (2.04 g, 10.63 mmol), 1-hydroxybenzotriazole hydrate (1.44 g, 10.63 mmol) and aq. NH3 (1 ml, 17.3 mmol) in DMF (20 ml). Water is added to the reaction mixture and the resultant precipitate is collected by filtration and washed with 1M NaOH, H2O and petrol. The title compound is isolated as a white solid (1.56 g, 78%).

Aufarbeitung

  1. filtrationthe resultant precipitate is collected by filtration
  2. washwashed with 1M NaOH, H2O and petrol

Quellen und Nachweise

ORD-Eintrag
ord-08bcc8fd30c948749816798297ce2dbb
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08178530B2

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