Benzyl Chloride → 1,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-

HRID 703826

Reaktionsgleichung

Reaktionsgleichung von HRID 703826
[NH2:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.[OH-].[Na+].[CH2:10](Cl)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>O.C(O)C>[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:5][N:6]=1

Komponenten

6

Edukt 3

HCID 7503Benzyl ChlorideHCID 14798Sodium HydroxideHCID 178509208HCID 178509208, Verbindung

Produkt 1

HCID 992851,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-Ausbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

In a mixture of 40 ml of water and 45 ml of ethanol, 21.1 g of 2-amino-5-mercapto-1,3,4-thiadiazole and 6.9 g of sodium hydroxide were dissolved. To this solution, 19.6 g of benzyl chloride was added, and the mixture was stirred at 50° C. for 1 hour. After cooling, water was added to the reaction mixture, the formed precipitate was separated by filtration and washed with water and an ethanol/n-hexane (1:1) mixture respectively. The thus treated precipitate was dried under reduced pressure, and thus 32.5 g of 2-amino-5-benzylthio-1,3,4-thiadiazole was obtained. m.p. 159°-161° C. Yield 94%.

Aufarbeitung

  1. dissolutionwere dissolved
  2. temperatureAfter cooling
  3. customthe formed precipitate was separated by filtration
  4. washwashed with water
  5. customThe thus treated precipitate was dried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-384ab92d6add4c6d88eb0e2c8156c0e7
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04985432

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