Sodium Hydroxide → 4-[4-(Oxiran-2-ylmethoxy)phenyl]-1,2,3-thiadiazole

HRID 1579050

Reaktionsgleichung

Reaktionsgleichung von HRID 1579050
[OH-].[Na+].[OH:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[N:12][S:13][CH:14]=2)=[CH:6][CH:5]=1.[CH2:15]([CH:17]1[O:19][CH2:18]1)Br>O>[O:19]1[CH2:18][CH:17]1[CH2:15][O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[N:12][S:13][CH:14]=2)=[CH:8][CH:9]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 18430EpibromohydrinHCID 27968604-(1,2,3-Thiadiazol-4-Yl)Phenol

Produkt 1

HCID 27371034-[4-(Oxiran-2-ylmethoxy)phenyl]-1,2,3-thiadiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 0.112 g. of sodium hydroxide in 10 ml. of water is added 0.499 g. of 4-(4-hydroxyphenyl)1,2,3-thiadiazole and to the resulting solution is added dropwise, under stirring, 0.66 ml. of epibromohydrin, in a 5 minute period. The reaction mixture is stirred for 48 hours and extracted several times with ethyl acetate. The combined organic extracts are washed with water to neutrality, dried over anhydrous sodium sulfate and evaporated to dryness under vacuo. The semisolid residue is crystallized from methylene chloride-hexane to yield the pure 4-[4(2,3-epoxypropoxy)phenyl] 1,2,3-thiadiazole.

Aufarbeitung

  1. stirringThe reaction mixture is stirred for 48 hours
  2. extractionextracted several times with ethyl acetate
  3. washThe combined organic extracts are washed with water to neutrality
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated to dryness under vacuo
  6. customThe semisolid residue is crystallized from methylene chloride-hexane

Quellen und Nachweise

ORD-Eintrag
ord-f391237350f5492a937ff261322763b3
Quelldatensatz
uspto-grants-1976_02
Patentnummer
US03940407

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