Water → HCID 178512066, Verbindung

HRID 2242886

Reaktionsgleichung

Reaktionsgleichung von HRID 2242886
[Br:1][C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[C:6]([Br:8])[N:7]=1.[O:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[C:15]#[N:16].[Al+3].[Cl-].[Cl-].[Cl-].O>ClC(Cl)C>[Br:1][C:2]1[C:3]([NH:9][C:15]([C:11]2[O:10][CH:14]=[CH:13][CH:12]=2)=[NH:16])=[N:4][CH:5]=[C:6]([Br:8])[N:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 692452-FuronitrileHCID 6200042-Amino-3,5-dibromopyrazineHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 178512066HCID 178512066, VerbindungAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 63651,1-DichloroethaneLösungsmittel

Versuchsvorschrift

A solution of 3,5-dibromo-pyrazin-2-ylamine (608 mg, 2.4 mmol), furan-2-carbonitrile (297 uL, 3.39 mmol) and AlCl3 (320 mg, 2.4 mmol) in dichloroethane (6 ml) was heated at 115° C. overnight. The reaction was cooled to room temperature and water (5 ml) was added. After 30 minutes, the resulting precipitate was collected and purified by column chromatography (SiO2, THF) to afford 595 mg (72%) of N-(3,5-dibromo-pyrazin-2-yl)-furan-2-carboxamidine as a yellow solid. 1H NMR (300 MHz, DMSO-d6) δ 6.73 (dd, J=3.4, 1.8 Hz, 1H), 7.3 (dd, J=3.1 Hz, 1H), 7.98 (s, 1H), 8.49(s, 1H), 8.69 (br. s, 1H).

Aufarbeitung

  1. customthe resulting precipitate was collected
  2. custompurified by column chromatography (SiO2, THF)

Quellen und Nachweise

ORD-Eintrag
ord-e652283c74b74d7c9aa07581e79364ed
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07674791B2

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