| Identification | More | [Name]
5,6-Dichloronicotinic acid | [CAS]
41667-95-2 | [Synonyms]
5,6-DICHLORO-3-PYRIDINECARBOXYLIC ACID
5,6-DICHLORONICOTINIC ACID
5,6-DICHLOROPYRIDINE-3-CARBOXYLIC ACID
TIMTEC-BB SBB003623
5,6-Dichloropyridine-3-carboxylicacid,96%
5,6-Dichloro
5,6-DICHLORONICOTINIC ACID 98+%
5,6-Dichloropyridine-3-carboxylic acid, 98+%
5,6-Dichloronicotinic acid, 5,6-Dichloropyridine-3-carboxylic acid | [EINECS(EC#)]
609-951-1 | [Molecular Formula]
C6H3Cl2NO2 | [MDL Number]
MFCD00075181 | [Molecular Weight]
192 | [MOL File]
41667-95-2.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white crystalline powder | [Melting point ]
164-168 °C(lit.)
| [Boiling point ]
342.1±37.0 °C(Predicted) | [density ]
1.612±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Powder | [pka]
2.87±0.10(Predicted) | [color ]
White to beige to tan | [BRN ]
383740 | [InChI]
InChI=1S/C6H3Cl2NO2/c7-4-1-3(6(10)11)2-9-5(4)8/h1-2H,(H,10,11) | [InChIKey]
RNRLTTNKVLFZJS-UHFFFAOYSA-N | [SMILES]
C1=NC(Cl)=C(Cl)C=C1C(O)=O | [CAS DataBase Reference]
41667-95-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white crystalline powder | [Uses]
5,6-Dichloropyridine-3-carboxylic acid (5,6-Dichloronicotinic acid) was used in the preparation of 5-chloro-6-iodonicotinic acid by iodine displacement. | [Application]
5,6-Dichloronicotinic acid is a compound that can be synthesized by reacting methyl ketones with chloroacetic acid. It is used in the synthesis of maleic anhydride and has been shown to inhibit the catalysis of acetylcholine chloride. It has also been shown to have an inhibitory effect on Alzheimer's disease. The kinetic mechanism for this inhibition occurs through the hydrolysis step of 5,6-Dichloronicotinic acid by magnesium chloride in hexane solution. The reactive acylation reaction proceeds when it reacts with acetic anhydride in the presence of pyridine. | [General Description]
5,6-Dichloropyridine-3-carboxylic acid is a dihalonicotinic acid. | [Synthesis]
The general procedure for the synthesis of 5,6-dichloropyridine-3-carboxylic acid from 5,6-dichloronicotinic acid ethyl ester was as follows: in a solvent mixture of tetrahydrofuran (THF), methanol (MeOH) and water (50 mL, 4:1:1, v/v/v), ethyl 5,6-dichloronicotinic acid ethyl ester (1.0 g, 4.5 mmol) and aqueous sodium hydroxide 2N solution (6.75 mL, 13.5 mmol). The reaction mixture was stirred at room temperature for 0.5 hours. Upon completion of the reaction, the mixture was concentrated to remove the organic solvent. Subsequently, the mixture was acidified with 2N hydrochloric acid to a pH of about 2. The acidified mixture was extracted with ether (30 mL x 3). The organic layers were combined, washed with water (50 mL x 3), dried over anhydrous sodium sulfate, and concentrated to give 5,6-dichloropyridine-3-carboxylic acid (800 mg, 91% yield) as a white solid.LCMS (ESI) m/z: 192.0 [M + H]+. | [References]
[1] Patent: US2013/317000, 2013, A1. Location in patent: Paragraph 0368-0369 |
|
|