Potassium cyanate → N-[4-(5-Oxo-4,5-dihydropyrazin-2-yl)phenyl]urea

HRID 542463

Reaktionsgleichung

Reaktionsgleichung von HRID 542463
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[CH:11][C:12](=[O:15])[NH:13][CH:14]=2)=[CH:5][CH:4]=1.[O-:16][C:17]#[N:18].[K+]>O.CN(C)C1C=CN=CC=1>[NH:2]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[N:10]=[CH:11][C:12](=[O:15])[NH:13][CH:14]=2)=[CH:7][CH:8]=1)[C:17]([NH2:18])=[O:16]

Komponenten

5

Edukt 2

HCID 11378442Potassium cyanateHCID 197942325-(4-Aminophenyl)-2(1H)-pyrazinone hydrochloride

Produkt 1

HCID 13853577N-[4-(5-Oxo-4,5-dihydropyrazin-2-yl)phenyl]urea

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

5-(4-Aminophenyl)-2(1H)-pyrazinone hydrochloride (1.0 g) was dissolved in water (25 ml), to which solution potassium cyanate (0.4 g) and 4-dimethylaminopyridine (about 0.005 g) were added. The mixture was stirred at room temperature for 18 hours and the resulting suspended material collected by filtration. This was washed in hot dimethylformamide (30 ml), the insoluble material being collected and washed with water to afford the title compound, m.p. >300° C.; n.m.r. δ (DMSO-d6) 5.90 (s, 2H, --CONH2), 7.98, 8.10 (2d, 2H, pyridine H's); ν (liquid paraffin) 1710, 1665 cm-1.

Aufarbeitung

  1. additionwere added
  2. filtrationcollected by filtration
  3. washThis was washed in hot dimethylformamide (30 ml)
  4. customthe insoluble material being collected
  5. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-d5b7d78fdc07470980cafc7d40871642
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04657906

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