| Identification | More | [Name]
2-Chloro-6-methoxypyridine | [CAS]
17228-64-7 | [Synonyms]
2-CHLORO-6-METHOXYPYRIDINE
2-Methoxy-6-chloropyridine
6-Chloro-2-methoxypyridine
2-Chloro-6-methoxypyridine, GC 98%
6-Methoxy-2-chloropyridine | [EINECS(EC#)]
241-264-9 | [Molecular Formula]
C6H6ClNO | [MDL Number]
MFCD00006265 | [Molecular Weight]
143.57 | [MOL File]
17228-64-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear colorless to light yellow liquid | [Boiling point ]
185-186 °C (lit.) | [density ]
1.207 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.528(lit.)
| [Fp ]
169 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
clear liquid | [pka]
0.40±0.10(Predicted) | [color ]
Colorless to Almost colorless | [BRN ]
1364500 | [InChI]
InChI=1S/C6H6ClNO/c1-9-6-4-2-3-5(7)8-6/h2-4H,1H3 | [InChIKey]
VAVGOGHLNAJECD-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC(OC)=CC=C1 | [CAS DataBase Reference]
17228-64-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Pyridine, 2-chloro-6-methoxy-(17228-64-7) |
| 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 .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
2810 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear colorless to light yellow liquid | [Uses]
2-Chloro-6-methoxy-pyridine is a reagent used to synthesize imidazo[1,2-a]pyrimidines as functionally selective GABAA ligands. It can also be used to synthesize oxazolidinedione-arylpyridinones as EP3 receptor antagonists. | [General Description]
The FT-Raman and Fourier transform infrared (FTIR) spectra of 2-Chloro-6-methoxypyridine has been studied. | [Synthesis]
To a stirred solution of 2,6-dichloropyridine (68.9 g, 466 mmol) in methanol (500 mL) was slowly added sodium methanolate (100 g, 1.86 mol) at room temperature. The reaction mixture was stirred continuously at 60°C for 24 hours. After completion of the reaction, the mixture was cooled to room temperature, the reaction was quenched with 2 M aqueous hydrochloric acid and extracted with dichloromethane (CH2Cl2). The organic layers were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to afford 2-chloro-6-methoxypyridine (66.9 g, quantitative yield) as a colorless oil. The product characterization data were as follows: IR (thin film method, cm?1 ): 1599, 1585, 1560, 1468, 1410, 1302, 1265, 1152, 1024, 876, 789; 1H-NMR (CDCl3, 500 MHz) δ: 7.51 (t, J = 7.37 Hz, 1H), 6.90 (d, J = 7.37 Hz, 1H), 6.65 (d, J = 7.37 Hz, 1H), 3.94 (s, 3H); 13C-NMR (CDCl3, 125 MHz) δ: 163.9, 148.4, 140.5, 116.2, 109.1, 54.0; HR-MS (ESI-TOF): the calculated C6H7ClNO [(M + H)+] value was 144.0211 and the measured value was 144.0211. | [References]
[1] Chemical and Pharmaceutical Bulletin, 2016, vol. 64, # 7, p. 723 - 732
[2] Patent: CN107935922, 2018, A. Location in patent: Paragraph 0036-0038; 0039-0040; 0045-0048; 0059-0061
[3] Patent: CN106905229, 2017, A. Location in patent: Paragraph 0022; 0023
[4] Chemical & Pharmaceutical Bulletin, 1986, vol. 34, # 9, p. 3658 - 3671
[5] Patent: CN107954928, 2018, A. Location in patent: Paragraph 0017; 0018; 0019; 0020; 0021 |
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