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Methanethiol → 2-Methylthio-4-sec.butylamino-5-nitro-6-methylpyrimidine

HRID 597467
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 597467
Cl[C:2]1[N:7]=[C:6]([NH:8][CH:9]([CH2:11][CH3:12])[CH3:10])[C:5]([N+:13]([O-:15])=[O:14])=[C:4]([CH3:16])[N:3]=1.[CH3:17][SH:18].[H-].[Na+]>C(N(CC)CC)C>[CH3:17][S:18][C:2]1[N:7]=[C:6]([NH:8][CH:9]([CH2:11][CH3:12])[CH3:10])[C:5]([N+:13]([O-:15])=[O:14])=[C:4]([CH3:16])[N:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 878MethanethiolHCID 24758Sodium hydrideHCID 188014492-Chloro-4-sec. butylamino-5-nitro-6-methylpyrimidine

Produkt 1

HCID 214450992-Methylthio-4-sec.butylamino-5-nitro-6-methylpyrimidineAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

12.2 g of 2-chloro-4-sec. butylamino-5-nitro-6-methylpyrimidine (0.05 mole) are dissolved in 200 ml of alcohol and 10 ml of triethylamine are added to this solution. The reaction mixture is heated to reflux temperature and then 4.5 g of methylmercaptan (0.094 mole) are passed in. Subsequently 1.2 g of sodium hydride (0.05 mole) are added at 70° C and the mixture is refluxed for 1 hour. After the reaction mixture has cooled, the sodium chloride precipitate is filtered off with suction and the filtrate is evaporated to yield 11.7 g of 2-methylthio-4-sec.butylamino-5-nitro-6-methylpyrimidine of m.p. 37°-41° C (= 91.5% yield). On recrystallisation from petroleum ether, the melting point of the product rises to 48°-50° C.

Aufarbeitung

  1. temperatureThe reaction mixture is heated
  2. temperatureto reflux temperature
  3. temperaturethe mixture is refluxed for 1 hour
  4. temperatureAfter the reaction mixture has cooled
  5. filtrationthe sodium chloride precipitate is filtered off with suction
  6. customthe filtrate is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-2ded226b2dbb4842a1687470fcbe7f6a
Quelldatensatz
uspto-grants-1977_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04014677

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