Methyl 4,6-dichloronicotinate
- Product Name
- Methyl 4,6-dichloronicotinate
- CAS No.
- 65973-52-6
- Chemical Name
- Methyl 4,6-dichloronicotinate
- Synonyms
- 4,6-dichloronicotinate;100559;6-dichloronicotinate;Methyl 4,6-dichloronicotite;Methyl 4,6-dichloronitinate;Methyl 4,6-dichloronicotinte;Methy14,6-dichloronicotinate;Methyl 4,6-dichloronicotinate;Methyl 4,6-dichloronicotinate 95+%;4,6-Dichloronicotinic acid methyl ester
- CBNumber
- CB1947887
- Molecular Formula
- C7H5Cl2NO2
- Formula Weight
- 206.03
- MOL File
- 65973-52-6.mol
Methyl 4,6-dichloronicotinate Property
- Melting point:
- 41-43°
- Boiling point:
- 260.0±35.0 °C(Predicted)
- Density
- 1.426±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- Solid
- pka
- -1.24±0.10(Predicted)
- color
- White to Almost white
- InChI
- InChI=1S/C7H5Cl2NO2/c1-12-7(11)4-3-10-6(9)2-5(4)8/h2-3H,1H3
- InChIKey
- JEJMDUMJSZTJTI-UHFFFAOYSA-N
- SMILES
- C1=NC(Cl)=CC(Cl)=C1C(OC)=O
- CAS DataBase Reference
- 65973-52-6
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- M2641
- Product name
- Methyl 4,6-Dichloronicotinate
- Packaging
- 1G
- Price
- $104
- Updated
- 2025/07/31
- Product number
- M301383
- Product name
- Methyl 4,6-Dichloronicotinate
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- 044530
- Product name
- 4,6-Dichloronicotinic acid methyl ester
- Packaging
- 1g
- Price
- $21
- Updated
- 2021/12/16
- Product number
- V0687
- Product name
- Methyl 4,6-Dichloronicotinate
- Packaging
- 25g
- Price
- $94
- Updated
- 2021/12/16
- Product number
- 044913
- Product name
- Methyl 4,6-dichloronicotinate
- Purity
- 95+%
- Packaging
- 25g
- Price
- $98
- Updated
- 2021/12/16
Methyl 4,6-dichloronicotinate Chemical Properties,Usage,Production
Uses
Methyl 4,6-dichloronicotinate could be used to synthesize 4,6-dichloronicotinic acid. Specifically, to a solution of methyl 4,6-dichloronicotinate in a mixture of THF (400 mL), MeOH (100 mL), and H2O (100 mL), a solution of NaOH (10 g) in 40 mL H2O was added. The mixture was stirred for 40 min at room temperature. Then, the solvents were reduced and acidified with concentrated HCl to a pH of about 2. It was extracted using a mixture of Et2O/EtOAc, and the organic layer was dried with Na2SO4. The solvents were removed, and the residue was dried in vacuo to obtain 4,6-dichloronicotinic acid as a white solid (12.3 g, 69% yield).
Synthesis
79398-27-9
65973-52-6
The general procedure for the synthesis of methyl 4,6-dichloronicotinate from methyl 4,6-dihydroxynicotinate was as follows: to a solution of methyl 4,6-dihydroxynicotinate (900 g, 5.3 mol) in phosphoryl chloride (4000 mL) was added N,N-diethylaniline (1035 mL, 6.4 mol). The reaction mixture was heated to 120 °C and maintained for 2 h, followed by cooling to room temperature. The reaction mixture was concentrated under vacuum and poured slowly into ice in batches. The mixture was extracted with ethyl acetate (2×). The organic extracts were combined, dried with anhydrous sodium sulfate and subsequently concentrated under vacuum. Purification of the crude product by rapid chromatography on silica gel (solvent gradient: 0% to 5% petroleum ether solution of ethyl acetate) afforded methyl 4,6-dichloronicotinate (400 g, 42% yield).LCMS (ESI) [M + H] = 206.1; 1H NMR (400 MHz, DMSO-d6) δ 8.84 (s, 1H), 7.98 (s, 1H) 3.90 (s, 3H).
References
[1] Patent: US2012/184562, 2012, A1. Location in patent: Page/Page column 6; 17
[2] Patent: US2006/217417, 2006, A1. Location in patent: Page/Page column 12
[3] Patent: WO2008/89459, 2008, A1. Location in patent: Page/Page column 60-61
[4] Journal of the Chinese Chemical Society, 2016, vol. 63, # 9, p. 758 - 769
[5] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 7, p. 787 - 792
Methyl 4,6-dichloronicotinate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 4,6-dichloronicotinate manufacturers
- Product
- Methyl 4,6-dichloronicotinate 65973-52-6
- Price
- US $1.10-9.90/KG
- Min. Order
- 1KG
- Purity
- 99% min
- Supply Ability
- 100kg
- Release date
- 2025-08-18
- Product
- Methyl 4,6-dichloronicotinate 65973-52-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-06-24
- Product
- Methyl 4,6-dichloronicotinate 65973-52-6
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-22