Benzene → 3-Chloromethyl-5-phenoxy-(1,2,4)-thiadiazole

HRID 544439

Reaktionsgleichung

Reaktionsgleichung von HRID 544439
[CH:1]1[CH:6]=[CH:5][C:4]([O-:7])=[CH:3][CH:2]=1.[Na+].C1C=CC=CC=1.CN(C)C=O.[Cl:20][CH2:21][C:22]1[N:26]=[C:25](Cl)[S:24][N:23]=1>O>[Cl:20][CH2:21][C:22]1[N:26]=[C:25]([O:7][C:4]2[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=2)[S:24][N:23]=1

Komponenten

6

Edukt 4

HCID 241BenzeneHCID 6228DimethylformamideHCID 3326105-Chloro-3-(chloromethyl)-1,2,4-thiadiazoleHCID 4445035Phenolate Sodium

Produkt 1

HCID 131061443-Chloromethyl-5-phenoxy-(1,2,4)-thiadiazoleAusbeute 63,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

5.8 g of sodium phenate were added to a mixture of 50 ml of benzene, 10 ml of dimethylformamide and 8.5 g of 3-chloromethyl-5-chloro-[1,2,4]-thiadiazole and the mixture was stirred at20° C. for 24 hours. 50 ml of water were added to the mixture and the decanted aqueous phase was extracted with benzene. The combined organic phase was dried and evaporated to dryness. The oil residue was distilled under reduced pressure to obtain 7.2 g of 3-chloromethyl-5-phenoxy-[1,2,4]-thiadiazole boiling at 114°-116° C. at 0.5 mm Hg.

Aufarbeitung

  1. extractionthe decanted aqueous phase was extracted with benzene
  2. customThe combined organic phase was dried
  3. customevaporated to dryness
  4. distillationThe oil residue was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bef3c7e0cb9c46a391c6e7ccfbd4d97c
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04450169

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