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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582Generated: October 25, 2026

p-Chlorophenacyl bromide → 5-(4-Chlorophenyl)-3,6-dihydro-1,3,4-thiadiazin-2-one

https://huagongshe.com/reaction/1582

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Chlorophenacyl bromideHCID 68303—
ReactantO-methyl hydrazinecarbothioateHCID 10171237—
SolventAcetonitrileHCID 6342—
Product5-(4-Chlorophenyl)-3,6-dihydro-1,3,4-thiadiazin-2-oneHCID 32947348.4%

Reaction Steps

A mixture of 2-bromo-p-chloroacetophenone (9.16 g), methoxythiocarbonylhydrazine (13.0 g) and acetonitrile (75 ml) was refluxed overnight and then cooled and filtered. The light yellow solid was washed with hexane and dried yielding 5-(4-chlorophenyl)-3H,6H-1,3,4-thiadiazin-2-one (4.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05726176
Source datasetuspto-grants-1998_03
ORD IDord-10c1b8c1d0dd44818ead6ca91a1dbfb1
Source noteuspto-grants-1998_03