Methyl 2-chloro-6-methylpyridine-4-carboxylate
- Product Name
- Methyl 2-chloro-6-methylpyridine-4-carboxylate
- CAS No.
- 3998-90-1
- Chemical Name
- Methyl 2-chloro-6-methylpyridine-4-carboxylate
- Synonyms
- METHYL 2-CHLORO-6-METHYLISONICOTINATE;2-METHOXYL-5-NITROPICOLINE;Methyl 2-Chloro-6-methylisonicotite;ETHYL 2-CHLORO-6-METHYLISONICOTINATE;2-Chloro-6-methyl methylisonicotinate;Methyl2-Chloro-6-methylisonicotinate>METHYL 2-CHLORO-6-METHYLPYRIDINE-4-CARB&;Methyl 2-chloro-6-picoline-4-carboxylate;Methyl 2-chloro-6-methylisonicotinate 97%;METHYL 2-CHLORO-6-METHYLPYRIDINE-4-CARBOXYLATE
- CBNumber
- CB7724864
- Molecular Formula
- C8H8ClNO2
- Formula Weight
- 185.61
- MOL File
- 3998-90-1.mol
Methyl 2-chloro-6-methylpyridine-4-carboxylate Property
- Melting point:
- 58-62 °C(lit.)
- Boiling point:
- 124-125 °C7 mm Hg(lit.)
- Density
- 1.247±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- form
- powder to crystal
- pka
- -0.19±0.10(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C8H8ClNO2/c1-5-3-6(8(11)12-2)4-7(9)10-5/h3-4H,1-2H3
- InChIKey
- BDWMGYZSQKGUFA-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC(C)=CC(C(OC)=O)=C1
- CAS DataBase Reference
- 3998-90-1(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 37/38-41-43
- Safety Statements
- 26-36/37/39
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H315Causes skin irritation
H317May cause an allergic skin reaction
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 649481
- Product name
- Methyl 2-chloro-6-methylpyridine-4-carboxylate
- Purity
- 97%
- Packaging
- 1g
- Price
- $44.4
- Updated
- 2023/06/20
- Product number
- 649481
- Product name
- Methyl 2-chloro-6-methylpyridine-4-carboxylate
- Purity
- 97%
- Packaging
- 5g
- Price
- $164
- Updated
- 2023/06/20
- Product number
- M2239
- Product name
- Methyl 2-Chloro-6-methylisonicotinate
- Purity
- >97.0%(GC)
- Packaging
- 1g
- Price
- $32
- Updated
- 2025/07/31
- Product number
- M2239
- Product name
- Methyl 2-Chloro-6-methylisonicotinate
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $128
- Updated
- 2025/07/31
- Product number
- M330175
- Product name
- Methyl 2-Chloro-6-methylisonicotinate
- Packaging
- 1g
- Price
- $115
- Updated
- 2021/12/16
Methyl 2-chloro-6-methylpyridine-4-carboxylate Chemical Properties,Usage,Production
Uses
Methyl 2-Chloro-6-methylisonicotinate is used in the synthesis of pyridine derivatives as antitubercular agents
Synthesis
67-56-1
25462-85-5
3998-90-1
General procedure: 2-chloro-6-methylpyridine-4-carboxylic acid (2.37 g, 15.5 mmol) was added to a stirred solution of phosphorus oxychloride (POCl3, 10 mL, 107 mmol) and heated to reflux for 18 hours. Upon completion of the reaction, excess POCl3 was removed by distillation under reduced pressure and the residue was cooled to -5°C. Methanol (20 mL) was slowly added dropwise and stirred for 24 h at room temperature. Subsequently, methanol was removed by complete distillation and the reaction mixture was neutralized with solid sodium bicarbonate (NaHCO3) and partitioned between water (30 mL) and ethyl acetate (EtOAc, 30 mL). The aqueous layer was extracted with ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The crude product was purified by rapid chromatography on silica gel (eluent: dichloromethane, CH2Cl2) to afford methyl 2-chloro-6-methyl-isonicotinate (2 g, 10.8 mmol, 69% yield) as a white solid. Thin layer chromatography (TLC, silica gel plate, dichloromethane as unfolding agent) Rf value was 0.66. Nuclear magnetic resonance hydrogen spectrum (1H NMR, 300 MHz, CDCl3) δ 2.59 (s, 3H), 3.94 (s, 3H), 7.61 (s, 1H), 7.67 (s, 1H); nuclear magnetic resonance carbon spectrum (13C NMR, 75 MHz, CDCl3) δ 24.2, 52.9, 120.8, 121.2, 140.3, 151.4, 160.5, 164.6; mass spectrum (MS, EI, 70 eV): m/z (relative abundance) [M+H]+ 186 (100).
References
[1] Tetrahedron Letters, 2007, vol. 48, # 6, p. 999 - 1002
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 14, p. 4629 - 4635
[3] Chemistry - A European Journal, 2015, vol. 21, # 33, p. 11745 - 11756
Methyl 2-chloro-6-methylpyridine-4-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 2-chloro-6-methylpyridine-4-carboxylate manufacturers
- Product
- Methyl 2-chloro-6-methylpyridine-4-carboxylate 3998-90-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-14
- Product
- Methyl 2-chloro-6-methylpyridine-4-carboxylate 3998-90-1
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-22
- Product
- Methyl 2-chloro-6-methylpyridine-4-carboxylate 3998-90-1
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-11