HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → Ethyl 4-amino-6-chloro-5-nitronicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 4,6-dichloro-2-methyl-5-nitro-3-Pyridinecarboxylic acid | HCID 20327865 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 4-amino-6-chloro-5-nitronicotinate | HCID 45588416 | — |
Reaction Steps
To a solution of 4,6-Dichloro-2-methyl-5-nitro-pyridine-3-carboxylic acid (15 g, 56.6 mmol) and triethylamine (7.9 mL, 57.3 mmol) in dichloromethane (84 mL) at 0° C. was added dropwise ammonia solution in dioxane (0.5 M, 113 mL, 56.5 mmol). The mixture was then stirred overnight. Removal of the solvent followed by column chromatography gave 9 as a yellow crystalline solid. (7.3 g). 1H-NMR δ: 1.32 (t, J=7.1 Hz, 3H), 4.33 (q, J=7.1 Hz, 2H), 8.06 (s, br, 2H), 8.62 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635695B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-764ec60174cd4ba5bafd76c843517b26 |
| Source note | uspto-grants-2009_12 |