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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2287156Generated: October 31, 2026

Tetrafluoro-m-phenylenediamine dihydrochloride → 2-[4-(p-Methoxyphenyl)-1-piperazinyl]-4,6-bis[(1,1,2,2-tetramethylpropyl)amino]-s-triazine

https://huagongshe.com/reaction/2287156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrafluoro-m-phenylenediamine dihydrochlorideHCID 149026—
Reactant1-(4-Methoxyphenyl)piperazineHCID 269722—
Reactant2-Chloro-4,6-di(2,3,3-trimethyl-2-butyl)amino-s-triazineHCID 15572577—
SolventChlorobenzeneHCID 7964—
Product2-[4-(p-Methoxyphenyl)-1-piperazinyl]-4,6-bis[(1,1,2,2-tetramethylpropyl)amino]-s-triazineHCID 23459499—

Reaction Steps

A mixture of 6.84 g. of 2-chloro-4,6-bis[(1,1,2,2-tetramethylpropyl)amino]-s-triazine and 7.69 g. of N-(p-methoxyphenyl)piperazine (prepared from the commercially available dihydrochloride salt) in 150 ml. of chlorobenzene is refluxed for 5 hours and then cooled. The reaction mixture is washed with two 25 ml. portions of water. The organic layer is dried over anhydrous potassium carbonate and magnesium sulfate and the solvent is stripped with a water pump. The residual amber oil is crystallized by slurrying in isopropanol. Recrystallization from 150 ml. of propanol (using charcoal for decolorization) gives the desired product as a white solid, m.p. 155°-157° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04269832
Source datasetuspto-grants-1981_05
ORD IDord-11fdc509d712497a98bb0c44693b631a
Source noteuspto-grants-1981_05