Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,6-Diaminopyridine | HCID 8861 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-4-chlorobenzoic acid | HCID 33126 | — |
| Solvent | 1-Ethoxyethanol | HCID 10129898 | — |
| Product | HCID 66817303 | HCID 66817303 | 42.9% |
Reaction Steps
A mixture of 2-bromo-4-chlorobenzoic acid (5 g), 2,6-diaminopyridine (6.95 g), K2CO3 (3.18 g), Cu powder (0.13 g) and Cu(I) oxide (0.15 g) in ethoxyethanol (10 mL) was heated at 130° C. for 2 h, until the reaction was complete (as confirmed by tlc). The mixture was cooled to RT, and water (70 mL) and activated carbon was added, and the mixture stirred for 3 h. The product was then filtered, and HCl (4 M) was added until pH 7 was reached. The resulting brown precipitate was filtered and dried in an oven (50° C., pressure=30 mbar) overnight to provide 2-(6-amino-pyridin-2-ylamino)-4-chlorobenzoic acid (2.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163906B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-d5da9ba57c4e4ce0b1f5e8356ecd1934 |
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| Source note | uspto-grants-2012_04 |
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