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Water → ((5-nitro-2-thiazolyl)thio)Pyrazine

HRID 46618
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 46618
O.O.O.O.O.O.O.O.O.[S-2:10].[Na+].[Na+].Cl[C:14]1[CH:19]=[N:18][CH:17]=[CH:16][N:15]=1.Br[C:21]1[S:22][C:23]([N+:26]([O-:28])=[O:27])=[CH:24][N:25]=1.O>CN(C)C=O>[N+:26]([C:23]1[S:22][C:21]([S:10][C:14]2[CH:19]=[N:18][CH:17]=[CH:16][N:15]=2)=[N:25][CH:24]=1)([O-:28])=[O:27]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 182112-Bromo-5-nitrothiazoleHCID 73277ChloropyrazineHCID 73972Sodium sulfide nonahydrate

Produkt 1

HCID 20386480((5-nitro-2-thiazolyl)thio)PyrazineAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228
Dimethylformamide
Lösungsmittel
2×

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a solution of 60.0 g (0.25 mol) of sodium sulfide nonahydrate in 500 ml of dimethyl formamide was gradually added 29 g (0.25 mol) of chloropyrazine in 100 ml of dimethyl formamide. The solution was stirred overnight at approximately 40° C. following which 52.5 g (0.25 mol) of 2-bromo-5-nitrothiazole was added as a solid. This reaction mixture was stirred at room temperature for 4 hours. After this period it was poured into water. The resulting precipitate was collected by suction filtration, washed with water and dried. The crude product was crystallized from methanol to yield 38 g (72% yield) of yellowish-gold crystals, m.p. 129°-130° C. A sample was subjected to elemental analysis. The results obtained were as follows:

Aufarbeitung

  1. additionwas added as a solid
  2. stirringThis reaction mixture was stirred at room temperature for 4 hours
  3. filtrationThe resulting precipitate was collected by suction filtration
  4. washwashed with water
  5. customdried
  6. customThe crude product was crystallized from methanol
  7. customto yield 38 g (72% yield) of yellowish-gold crystals, m.p. 129°-130° C
  8. customThe results obtained

Quellen und Nachweise

ORD-Eintrag
ord-d6a3df8b95524e459345095859e7e471
Quelldatensatz
uspto-grants-1979_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04174394

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