Methyl-6-chloro-5-nitronicotinate
- Product Name
- Methyl-6-chloro-5-nitronicotinate
- CAS No.
- 59237-53-5
- Chemical Name
- Methyl-6-chloro-5-nitronicotinate
- Synonyms
- 6-chloro-5-nitropyridine-3-carboxylic acid;NSC 405361;Methyl-6-chloro-5-nitronicotite;Methyl-6-chloro-5-nitronicotinate;6-Chloro-5-Nitro Methyl nicotinate;Methyl 6-chloro-5-nitro-3-pyridylate;methyl 6-chloro-5-nitronicotinic acid;6-Chloro-5-nitro-3-pyridinecarboxylic acid;6-Chloro-5-nitrosonicotinic acid methyl ester;methyl 6-chloro-5-nitronicotinate(SALTDATA: FREE)
- CBNumber
- CB41075054
- Molecular Formula
- C7H5ClN2O4
- Formula Weight
- 216.58
- MOL File
- 59237-53-5.mol
Methyl-6-chloro-5-nitronicotinate Property
- Melting point:
- 76 °C
- Boiling point:
- 317.8±37.0 °C(Predicted)
- Density
- 1.500±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- solid
- pka
- -4.81±0.10(Predicted)
- color
- Off-white to grey
- InChI
- InChI=1S/C7H5ClN2O4/c1-14-7(11)4-2-5(10(12)13)6(8)9-3-4/h2-3H,1H3
- InChIKey
- BRPREIDVQXJOJH-UHFFFAOYSA-N
- SMILES
- C1=NC(Cl)=C([N+]([O-])=O)C=C1C(OC)=O
Safety
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- C374150
- Product name
- 6-Chloro-5-nitronicotinicAcidMethylEster
- Packaging
- 1g
- Price
- $140
- Updated
- 2021/12/16
- Product number
- C374150
- Product name
- 6-Chloro-5-nitronicotinicAcidMethylEster
- Packaging
- 10g
- Price
- $470
- Updated
- 2021/12/16
- Product number
- 4H54-5-Y2
- Product name
- Methyl 6-chloro-5-nitronicotinate
- Packaging
- 25g
- Price
- $576
- Updated
- 2021/12/16
- Product number
- OR30827
- Product name
- Methyl6-chloro-5-nitronicotinate
- Purity
- 97%
- Packaging
- 25g
- Price
- $304
- Updated
- 2021/12/16
- Product number
- HCH0044418
- Product name
- METHYL 6-CHLORO-5-NITROPYRIDINE-3-CARBOXYLATE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $708.48
- Updated
- 2021/12/16
Methyl-6-chloro-5-nitronicotinate Chemical Properties,Usage,Production
Description
Methyl 6-chloro-5-nitronicotinate (CAS No. 59237-53-5), also known as methyl 6-chloro-5-nitropyridine-3-carboxylate , has the molecular formula C₇H₅ClN₂O₄ and a molecular weight of 216.58 . It is an important pharmaceutical intermediate, mainly used in the synthesis of a variety of drugs, including PARP inhibitors, immunomodulators and sulfonamide nicotinic acid derivatives (used to prepare drugs for the treatment of atherosclerosis).
Uses
Methyl-6-chloro-5-nitronicotinate is a building block used for the synthesis of various pharmaceutical compounds, such as anticoccidial agents.
Synthesis
67-56-1
6635-31-0
59237-53-5
The general procedure for the synthesis of methyl 6-chloro-5-nitronicotinate from methanol and 5-nitro-6-hydroxynicotinic acid was as follows: DMF (0.15 eq.) was added to a solution of 5-nitro-6-hydroxynicotinic acid (1 eq.) in SOCl2 (4.7 eq.). The reaction mixture was heated to reflux for 8 hours followed by vacuum concentration. The concentrated residue was dissolved in CH2Cl2 and the solution was cooled to -40°C. Methanol (1.4 eq.) was slowly added while keeping the internal temperature below -30°C. Subsequently, an aqueous NaHCO3 solution (1 eq.) was added and the mixture was gradually warmed to room temperature. The organic phase was separated and concentrated under vacuum. Finally, the crude product was purified by crystallization from ethanol to afford methyl 6-chloro-5-nitronicotinate in 90% yield.
References
[1] Patent: WO2010/71853, 2010, A1. Location in patent: Page/Page column 68
[2] Patent: WO2016/183114, 2016, A1. Location in patent: Page/Page column 66
[3] Patent: EP2527344, 2012, A1. Location in patent: Page/Page column 24
[4] Patent: WO2012/160030, 2012, A1. Location in patent: Page/Page column 69
[5] Tetrahedron Letters, 2012, vol. 53, # 5, p. 535 - 538
Methyl-6-chloro-5-nitronicotinate Preparation Products And Raw materials
Raw materials
Preparation Products
Methyl-6-chloro-5-nitronicotinate Suppliers
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View Lastest Price from Methyl-6-chloro-5-nitronicotinate manufacturers
- Product
- Methyl-6-chloro-5-nitronicotinate 59237-53-5
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-04
- Product
- Methyl-6-chloro-5-nitronicotinate 59237-53-5
- Price
- US $5.00-0.10/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-09
- Product
- Methyl-6-chloro-5-nitronicotinate 59237-53-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100KG
- Release date
- 2020-01-08