Ammonia → 4-Bromothiophene-2-carboxamide

HRID 1921806Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1921806
[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-2a96515b94e5431bb1d537db82176481
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08173656B2

Notizen zur Reaktion

Wird geladen…