Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Glycolic Acid | HCID 757 | — |
| Reactant | 6-Chloropyridine-2,3-diamine | HCID 10630615 | — |
| Product | HCID 178519929 | HCID 178519929 | 83.4% |
Reaction Steps
6.60 g of glycolic acid were added to 5.00 g of 6-chloro-2,3-diaminopyridine (prepared as described in Preparation 42), and the resulting mixture was stirred at 150° C. for 4 hours. At the end of this time, the reaction mixture was treated with 3N aqueous hydrochloric acid and subsequently made alkaline by the addition of aqueous ammonia. The aqueous mixture was evaporated to dryness, and the resulting residue was purified by column chromatography through silica gel, using a gradient elution method, with mixtures of ethyl acetate and methanol in ratios ranging from 1:0 to 10:1 by volume as the eluent. The product was then crystallized by trituration with ethyl acetate, to give 5.33 g of the title compound, melting at 224°-226° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05624935 |
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| Source dataset | uspto-grants-1997_04 |
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| ORD ID | ord-635b4ec7e35d4c8e9528b9b32b08a17f |
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| Source note | uspto-grants-1997_04 |
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