Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 68468686 | HCID 68468686 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68466784 | HCID 68466784 | — |
Reaction Steps
To a THF (7 ml) solution of N-{1-[5-(2-chlorophenyl)-4-methyl-4H-1,2,4-triazol-3-yl]-1-methylethyl}aniline (200 mg) were added 36% formaldehyde solution (0.14 ml) and 1.5M sulfuric acid (0.05 ml) and, after stirring at room temperature for 10 minutes, sodium borohydride (81 mg) was added thereto, followed by stirring at room temperature for 10 minutes. After a 1M aqueous sodium hydroxide solution was added to the reaction solution, the reaction solution and chloroform were added to a saturated aqueous sodium chloride solution and then the organic layer was separated. Furthermore, the organic layer was dried over anhydrous magnesium sulfate and filtered and then the solvent was removed by evaporation under reduced pressure. The resulting crude product was purified by flash column chromatography (chloroform:methanol=99:1) and the resulting solid washed with hexane to obtain 72 mg of N-{1-[5-(2-chlorophenyl)-4-methyl-4H-1,2,4-triazol-3-yl]-1-methylethyl}-N-methylaniline (colorless solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07776897B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-93bcbf4b0c2b4bccb79521ad08994ba0 |
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| Source note | uspto-grants-2010_08 |
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