HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrafluoro-m-phenylenediamine dihydrochloride → 2-[4-(p-Methoxyphenyl)-1-piperazinyl]-4,6-bis[(1,1,2,2-tetramethylpropyl)amino]-s-triazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrafluoro-m-phenylenediamine dihydrochloride | HCID 149026 | — |
| Reactant | 1-(4-Methoxyphenyl)piperazine | HCID 269722 | — |
| Reactant | 2-Chloro-4,6-di(2,3,3-trimethyl-2-butyl)amino-s-triazine | HCID 15572577 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | 2-[4-(p-Methoxyphenyl)-1-piperazinyl]-4,6-bis[(1,1,2,2-tetramethylpropyl)amino]-s-triazine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04269832 |
| Source dataset | uspto-grants-1981_05 |
| ORD ID | ord-11fdc509d712497a98bb0c44693b631a |
| Source note | uspto-grants-1981_05 |