Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(2,4-Dihydroxyphenyl)-4,6-diphenyl-1,3,5-triazine | HCID 135437125 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 184782-88-5 | HCID 135774071 | 80% |
Reaction Steps
To 17.0 g (0.05 mol) of the resulting 2-(2,4-dihydroxyphenyl)-4,6-diphenyl-s-triazine were added 94.8 g (0.75 mol) of 2-bromoethanol and 85 g of dimethylformamide, and 29.2 g (0.35 mol) of a 48% aqueous solution of sodium hydroxide was added thereto dropwise at 85° C. The mixture was allowed to react at 85° C. for 10 hours, followed by cooling. The reaction mixture was neutralized with concentrated hydrochloric acid, and the precipitate was collected by filtration, washed with water, and dried to give 15.4 g (80%) of 2-hydroxy-4-(2-hydroxyethyloxy)phenyl-4,6-diphenyl-s-triazine (hereinafter referred to as HETr). To 15 g (0.039 mol) of the resulting HETr were added 6.8 g (0.047 mol) of octylic acid, 45 g of xylene, and 0.6 g of p-toluenesulfonic acid, and the mixture was heated under reflux at 140° C. for 10 hours. The reaction mixture was washed with water and recrystallized from a 1:3 mixed solvent of xylene and methanol to give 16.9 g (85%) of a pale yellow solid having a melting point of 109° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06333114B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-06531165b10a40c9aa79505cae10c6c3 |
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| Source note | uspto-grants-2001_12 |
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