Dimethylformamide → HCID 136340694, Verbindung

HRID 570967Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 570967
N1CCCCC1.[CH3:7][C:8]1[N:9]=[CH:10][NH:11][C:12]=1[N+:13]([O-:15])=[O:14].[S:16]1[CH:20]=[CH:19][CH:18]=[C:17]1[CH:21]=O.CN(C=O)C>CC(O)C>[N+:13]([C:12]1[NH:11][CH:10]=[N:9][C:8]=1/[CH:7]=[CH:21]/[C:17]1[S:16][CH:20]=[CH:19][CH:18]=1)([O-:15])=[O:14]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 73642-ThiophenecarboxaldehydeHCID 8082PiperidineHCID 862781031H-Imidazole, 4-methyl-5-nitro-

Produkt 1

HCID 136340694HCID 136340694, VerbindungAusbeute 69 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Piperidine (1.7 g, 0.02 mol) was added to a suspension of 4-methyl-5-nitroimidazole (5 g, 0.04 mol) and 2-thiophenecarboxaldehyde (22 g, 0.2 mol) and heated at 100° C. for 15 hours. After cooling, DMF (5 mL) and IPA (15 mL) were added and the precipitate filtered from solution and washed with IPA (50 mL) to leave the product as a yellow solid (6.0 g, 69%). δH (DMSO-d6) 13.56 (1H, bs, NH), 7.90 (1H, s), 7.66 (1H, d, J=16.4), 7.66 (1H, d, J=5.0), 7.40 (1H, d, J=16.4), 7.35 (1H, d, J=3.6), 7.15 (1H, dd, J=3.6, 5.0).

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe precipitate filtered from solution
  3. washwashed with IPA (50 mL)

Quellen und Nachweise

ORD-Eintrag
ord-e935b2b20cf84af9b2f6f47c60e553a9
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09024018B2

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