Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanuric chloride | HCID 7954 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Benzyloxy-3-chloroaniline | HCID 1268285 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 59659978 | HCID 59659978 | — |
Reaction Steps
To cyanuric chloride (1.208 g, 6.4 mmol) dissolved in acetone (10 mL) stirring at 0-5° C., was added a solution of 160a (1.505 g, 6.4 mmol) in acetone (15 mL) followed by the addition of 2.5 N NaOH (2.6 mL, 6.4 mmol). The reaction mixture was allowed to stir at 0-5° C. for 1 h under nitrogen. The reaction mixture was poured over crushed ice and neutralized with 5% NaOH. The solid that formed was collected by vacuum filtration and the resulting solid was dried overnight under vacuum. Flash column chromatography (SiO2, 70:30 hexanes:ethyl acetate) yielded a light beige solid (160b, 1.46 g, 60%), mp 145° C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2): CH3OH: CH3CN], 264 nm, Rt 111.2 min, 97.1% purity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07335770B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-bf4cfcaeb282452397834b918e27320e |
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| Source note | uspto-grants-2008_02 |
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