Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Aminosalicylic Acid | HCID 4649 | — |
| Reactant | 4,5-Dimethyl-1,2-phenylenediamine | HCID 76635 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 136127068 | HCID 136127068 | 28% |
Reaction Steps
To polyphosphoric acid at 130° C. were added 4,5-dimethylbenzene-1,2-diamine (500 mg, 3.67 mmol) and 4-amino-2-hydroxybenzoic acid (562 mg, 3.67 mmol), and the resulting mixture was then heated to 130° C. for 16 h. The solution was then poured into water and the resulting precipitate was dissolved in ethyl acetate and washed with Na2CO3. The aqueous layer was separated and extracted twice with ethyl acetate. The combined organic layers were dried over anhydrous MgSO4 and evaporated. The resulting solid was purified by column chromatography eluting with ethyl acetate/hexanes 50:50 v/v to afford 260 mg (28%) of the title compound (LCMS RT=6.14 min, MH+254.1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501713B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-6e03b219a1cf4f138ae002dfa0b5e155 |
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| Source note | uspto-grants-2013_08 |
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