Triethylamine → 5-Trichloromethylthioamino-3-Trichloromethyl-1,2,4Thiadiazole

HRID 126973

Reaktionsgleichung

Reaktionsgleichung von HRID 126973
[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1.C(N(CC)CC)C.[Cl:18][C:19]([Cl:23])([Cl:22])[S:20]Cl>C1C=CC=CC=1>[Cl:18][C:19]([Cl:23])([Cl:22])[S:20][NH:1][C:2]1[S:6][N:5]=[C:4]([C:7]([Cl:10])([Cl:9])[Cl:8])[N:3]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 11666Trichloromethanesulfenyl chlorideHCID 6028483-(Trichloromethyl)-1,2,4-thiadiazol-5-amine

Produkt 1

HCID 202887225-Trichloromethylthioamino-3-Trichloromethyl-1,2,4ThiadiazoleAusbeute 24 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

To a 3-neck flask equipped with condenser, thermometer, and stirring bar was added 11.7 g (0.05 mole) 5-amino-3trichloromethyl-1,2,4-thiadiazole, 5.1 g (0.05 mole) triethylamine and 150 milliliters of benzene. After 9.3 g (0.05 mole) trichloromethane-sulfenyl chloride was added, the reaction mixture was heated at reflux for 16 hours and filtered hot. The filtrate was evaporatd under vacuum to give an orange paste which was triturated with acetonitrile, filered and washed with petroleum ether to obtain 4.4 g (24% yield) of product; mp=180° C.

Aufarbeitung

  1. customTo a 3-neck flask equipped with condenser
  2. temperaturethe reaction mixture was heated
  3. temperatureat reflux for 16 hours
  4. filtrationfiltered hot
  5. customto give an orange paste which
  6. customwas triturated with acetonitrile
  7. washwashed with petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-dced1756a29340fbaeb70f1fe106d399
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254265

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