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| CAS No.: | 504-29-0 |
|---|---|
| Name: | 2-Aminopyridine |
| Article Data: | 139 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H6N2 |
| Molecular Weight: | 94.116 |
| Synonyms: | alpha-Aminopyridine;1,2-Dihydro-2-iminopyridine;2-Pyridinamine;AI3-15287;Amino-2 pyridine;CCRIS 4747;HSDB 2068;NSC 431;alpha-Aminopyridine;alpha-Pyridinamine;o-Aminopyridine;2-Pyridylamine;Pyridine, 2-amino-;o-Aminopyridine; |
| EINECS: | 207-988-4 |
| Density: | 1.107g/cm3 |
| Melting Point: | 59 °C |
| Boiling Point: | 210.6 °C at 760 mmHg |
| Flash Point: | 98.7 °C |
| Solubility: | Slightly soluble in water: 1-5 g/100 mL at 19°C |
| Appearance: | cream to light yellow-beige crystalline powder |
| Hazard Symbols: |
 T, Xi
|
| Risk Codes: | 21-25-36/37/38-23/24/25 |
| Safety: | 26-36/37/39-45-38-28B |
| Transport Information: | UN 2671 6.1/PG 2 |
| PSA: | 38.91000 |
| LogP: | 1.24500 |
| Conditions | Yield |
|---|---|
| With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 120℃; for 16h; Sealed tube; | 100% |
| With ammonia; triethylamine In water at 20℃; for 4.25h; | 97% |
| With ammonium hydroxide at 20℃; for 7h; Catalytic behavior; | 96% |
2-(formylamino)pyridine
2-aminopyridine
| Conditions | Yield |
|---|---|
| dodecacarbonyl-triangulo-triruthenium In acetonitrile for 2h; Heating; | 100% |
| Conditions | Yield |
|---|---|
| With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Reagent/catalyst; Solvent; Schlenk technique; chemoselective reaction; | A n/a B 99% |
A
2-aminopyridine
B
N-Cyclohexyl-2-(4-fluorophenyl)-2-oxoacetamide
| Conditions | Yield |
|---|---|
| With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction; | A n/a B 99% |
2‑(4‑bromophenyl)‑N‑cyclohexylimidazo[1,2‑a]pyridin‑3‑amine
A
2-aminopyridine
B
2-(4-bromophenyl)-N-cyclohexyl-2-oxoacetamide
| Conditions | Yield |
|---|---|
| With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction; | A n/a B 98% |
2-azido pyridine
2-aminopyridine
| Conditions | Yield |
|---|---|
| With iron(III) oxide; hydrazine hydrate In water at 120℃; for 1.5h; Inert atmosphere; | 97% |
| With D-glucose; potassium hydroxide In water at 85℃; for 0.166667h; Green chemistry; chemoselective reaction; | 97% |
| Stage #1: pyridine-2-azide With hydrazine hydrate for 0.166667h; Inert atmosphere; Stage #2: for 12h; Irradiation; chemoselective reaction; | 80% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 20℃; for 16h; Sealed tube; | A 39 mg B 97% |
N‑(tert‑butyl)‑2‑(4‑chlorophenyl)imidazo[1,2‑a]pyridin‑3‑amine
A
2-aminopyridine
B
N-(tert-butyl)-2-(4-chlorophenyl)-2-oxoacetamide
| Conditions | Yield |
|---|---|
| With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction; | A n/a B 97% |
2-(3-bromophenyl)-N-cyclohexylimidazolo[1,2-a]pyridin-3-amine
A
2-aminopyridine
| Conditions | Yield |
|---|---|
| With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction; | A n/a B 97% |
| Conditions | Yield |
|---|---|
| With tris(dibenzylideneacetone)dipalladium (0); lithium hexamethyldisilazane; CyJohnPhos In tetrahydrofuran at 65℃; for 15h; | 96% |
| With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 60℃; for 24h; Inert atmosphere; | 93% |
| With ammonia; zinc(II) chloride at 220℃; |
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| 1. | ihl-hmn TCLo:5 ppm/5H:CNS | IMSUAI Industrial Medicine and Surgery. 19 (1950),317. | ||
| 2. | orl-rat LD50:200 mg/kg | 85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,838. | ||
| 3. | ipr-mus LD50:35 mg/kg | JMCMAR Journal of Medicinal Chemistry. 8 (1965),296. | ||
| 4. | scu-mus LD50:70 mg/kg | AEPPAE Naunyn-Schmiedeberg’s Archiv fuer Experimentelle Pathologie und Pharmakologie. 226 (1955),163. | ||
| 5. | ivn-mus LD50:23 mg/kg | APFRAD Annales Pharmaceutiques Francaises. 26 (1968),345. | ||
| 6. | orl-qal LD50:133 mg/kg | AECTCV Archives of Environmental Contamination and Toxicology. 12 (1983),355. | ||
| 7. | orl-bwd LD50:31,600 µg/kg | AECTCV Archives of Environmental Contamination and Toxicology. 12 (1983),355. |
