| Identification | More | [Name]
4-AMINO-3-FORMYLPYRIDINE | [CAS]
42373-30-8 | [Synonyms]
4-AMINO-3-FORMYLPYRIDINE
4-AMINO-3-PYRIDINECARBOXALDEHYDE
4-AMINONICOTINALDEHYDE
4-AMINO-PYRIDINE-3-CARBALDEHYDE
4-AMINOPYRIDINE-3-CARBOXALDEHYDE
4-Aminopyridine-3-carboxaldehyde,4-Aminonicotinaldehyde
4-Aminopyridine-3-carboxaldehyde, tech. 85% | [Molecular Formula]
C6H6N2O | [MDL Number]
MFCD04038972 | [Molecular Weight]
122.12 | [MOL File]
42373-30-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
97-98 | [Boiling point ]
342.2±27.0 °C(Predicted) | [density ]
1.264±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Sparingly, Heated, Sonicated), DMSO (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
6.96±0.12(Predicted) | [color ]
White to light yellow to cream | [Sensitive ]
Air Sensitive | [InChI]
1S/C6H6N2O/c7-6-1-2-8-3-5(6)4-9/h1-4H,(H2,7,8) | [InChIKey]
GTPZHMGXKZIHKW-UHFFFAOYSA-N | [SMILES]
Nc1ccncc1C=O | [CAS DataBase Reference]
42373-30-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2933399990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Skin Sens. 1 |
| Hazard Information | Back Directory | [Uses]
4-Aminonicotinaldehyde acts as a reagent used in the preparation of 2,3-disubstituted 1,6-naphthyridines as a potential diurectic agents. | [Synthesis]
Synthesis of Example 25C 4-Aminonicotinaldehyde: Example 25B (870 mg, 4.2 mmol) was dissolved in a 3N aqueous hydrochloric acid solution (10 mL), heated to reflux and held overnight. Upon completion of the reaction, it was extracted three times with ether to remove impurities. Subsequently, the pH of the aqueous layer was adjusted to greater than 7 with solid K2CO3 and extracted six times with a 20% isopropanol/chloroform mixture to collect the product. The organic phases were combined, dried with anhydrous Na2SO4, filtered and concentrated to afford the target compound 4-amino-3-pyridinecarboxaldehyde (450 mg, 87% yield). | [References]
[1] Patent: US2003/187026, 2003, A1
[2] Patent: US2003/199511, 2003, A1. Location in patent: Page/Page column 24
[3] Journal of Organic Chemistry, 1983, vol. 48, # 20, p. 3401 - 3408
[4] Synthesis, 1999, # 6, p. 959 - 964
[5] Patent: WO2013/13817, 2013, A1. Location in patent: Page/Page column 144 |
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