Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluidine | HCID 7813 | — |
| Reactant | HCID 178524096 | HCID 178524096 | — |
| Solvent | 1-Pentanol | HCID 6276 | — |
| Solvent | Tetrahydrofurane dichloromethane | HCID 21919333 | — |
| Product | HCID 23075071 | HCID 23075071 | 72.2% |
Reaction Steps
1,4-Dihydroxy-2,3-dihydro-6-carboxy-anthraquinone (300 mg) Boric acid (300 mg) and p-Toluidine (1.8 g) is mixed in n-pentanol (5 mL) and heated to 110° C. for 4 hours, the mixture is co-evaporated with 2×50 ml of water. The residue is redissolved in dichloromethane/THF (1/1) 200 ml washed with water (3×100 mL) dried (Na2SO4), filtered and concentrated. The residue is purified on a silicagel column (CH2Cl2/MeOH/NEt3; 90/9/1) resulting in 350 mg of pure material. MALDI-MS: m/z 463.2 (M+H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07504495B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-713cfdb2f0bd488dbe98e499c9e656bb |
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| Source note | uspto-grants-2009_03 |
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