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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 615922Generated: October 27, 2026

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

https://huagongshe.com/reaction/615922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantDimethylformamideHCID 6228—
Reactant5-Chloro-3-(chloromethyl)-1,2,4-thiadiazoleHCID 332610—
ReactantPhenolate SodiumHCID 4445035—
SolventWaterHCID 962—
Product3-Chloromethyl-5-phenoxy-(1,2,4)-thiadiazoleHCID 1310614463.6%

Reaction Conditions

Temperature20 °C

Reaction Steps

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 at 20° 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04501894
Source datasetuspto-grants-1985_02
ORD IDord-5a216c6138884c4ab8d0a6230a5fc385
Source noteuspto-grants-1985_02