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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2372360Generated: October 31, 2026

Thionyl Chloride → 5-(4-Methoxyphenyl)-4-phenyl-1,2,3-thiadiazole

https://huagongshe.com/reaction/2372360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantEthyl [2-(4-methoxyphenyl)-1-phenylethylidene]hydrazine carboxylateHCID 54026400—
Product5-(4-Methoxyphenyl)-4-phenyl-1,2,3-thiadiazoleHCID 1342718082.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

The acylhydrazone 9 (4.6 g, 14.8 mol), was added to SOCl2 (25 ml) at 0° C. The reaction was stirred to 60° C. and was complete (by TLC) after 1.5 hour. SOCl2 was evaporated under reduced pressure and the crude oil was chromatographed on SiO2 (150 g), eluting with CH2Cl2 to afford 8 (3.25 g, 82.3%), m.p. 56.5°-58° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05098918
Source datasetuspto-grants-1992_03
ORD IDord-4e2841d8e3384d26ad368560fb698d57
Source noteuspto-grants-1992_03