HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 3-Nitropyridin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2-Chloropyridine | HCID 7977 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Solvent | Diglyme | HCID 8150 | — |
| Product | 3-Nitropyridin-2-ylamine | HCID 77887 | — |
Reaction Steps
A general synthesis route begins with 2-chloropyridine which is nitrated in the presence of sulfuric acid to make 2-chloro-3-nitropyridine. This material is reacted with ammonium acetate in the presence of diglyme at about 160° C. to form 2-amino-3-nitropyridine which is reduced to form 2,3-diaminopyridine. The 2,3-diaminopyridine is reacted with 2-thiophenecarboxylic acid in the presence of polyphosphoric acid at about 125° C. to prepare 2-(2-thienyl)imidazolo [4,5]pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06194430B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-a5d0e9606d7b42a998db3f5e949b214e |
| Source note | uspto-grants-2001_02 |