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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 544439Generated: October 26, 2026

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

https://huagongshe.com/reaction/544439

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 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 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04450169
Source datasetuspto-grants-1984_05
ORD IDord-bef3c7e0cb9c46a391c6e7ccfbd4d97c
Source noteuspto-grants-1984_05