Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyanuric chloride | HCID 7954 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Butylamino-1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine | HCID 21182129 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 15218751 | HCID 15218751 | 65.2% |
Reaction Steps
A solution of 36.0 g (116 mmol) of 4-n-butylamino-1-cyclohexyloxy-2,2,6,6-tetramethylpiperidine in 100 ml of xylene is added over 20 minutes to a mixture of 10.9 g (59.2 mmol) of cyanuric chloride, 10.0 g of 50% aqueous sodium hydroxide, 10 ml of water, and 50 ml of xylene. The reaction temperature increases from 25 to 60° C. during the addition and is then maintained at 65°-70° C. for six hours. The phases are separated, and the organic phase is dried over magnesium sulfate and concentrated. The residue is purified by flash chromatography (39:1 heptane:ethyl acetate) on silica gel to afford 27.7 g (65% yield) of 2-chloro-4,6-bis-[N-(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl)-n-butylamino]-1,3,5-triazine, a white glass, m.p. 75°-82° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05204473 |
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| Source dataset | uspto-grants-1993_04 |
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| ORD ID | ord-0e71d8ff284f46ba9d4dca1e3fb31bdf |
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| Source note | uspto-grants-1993_04 |
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