ChemicalBook > CAS DataBase List > Methyl-6-chloro-5-nitronicotinate

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
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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
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Safety

HS Code 
2933399990
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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.

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N-Bromosuccinimide Price

TRC
Product number
C374150
Product name
6-Chloro-5-nitronicotinicAcidMethylEster
Packaging
1g
Price
$140
Updated
2021/12/16
TRC
Product number
C374150
Product name
6-Chloro-5-nitronicotinicAcidMethylEster
Packaging
10g
Price
$470
Updated
2021/12/16
AK Scientific
Product number
J91814
Product name
Methyl6-chloro-5-nitronicotinate
Packaging
1g
Price
$25
Updated
2021/12/16
Apolloscientific
Product number
OR30827
Product name
Methyl6-chloro-5-nitronicotinate
Purity
97%
Packaging
1g
Price
$29
Updated
2021/12/16
SynQuest Laboratories
Product number
4H54-5-Y2
Product name
Methyl 6-chloro-5-nitronicotinate
Packaging
1g
Price
$37
Updated
2021/12/16
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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

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View Lastest Price from Methyl-6-chloro-5-nitronicotinate manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
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
Henan Fengda Chemical Co., Ltd
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
Career Henan Chemical Co
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

59237-53-5, Methyl-6-chloro-5-nitronicotinateRelated Search:

2-Pyridinamine, 6-chloro-5-methyl METHYL 6-CHLORO-5-IODONICOTINATE 2-Pyridinecarboxylic acid, 6-chloro-5-hydroxy- 2-Chloro-3-nitro-5-pyridinecarboxylic acid 5-Aminonicotinic acid Methyl 6-chloronicotinate 5-AMINO-NICOTINIC ACID METHYL ESTER Methyl-6-chloro-5-nitronicotinate 3-AMINO-5-HYDROXYMETHYLPYRIDINE 3-AMINO-2-CHLORO-5-PICOLINE 5-NITRONICOTINIC ACID 2-Chloro-5-methyl-3-nitropyridine 2-CHLORO-3-NITROPYRIDINE Methyl nicotinate 4,6-Dichloro-5-nitronicotinic acid ethyl ester 5-Amino-6-chloro-3-pyridinecarboxylic acid methyl ester 5-NITRONICOTINALDEHYDE LABOTEST-BB LT01148420

  • Methyl-6-chloro-5-nitronicotite
  • Methyl-6-chloro-5-nitronicotinate
  • 6-Chloro-5-nitro-3-pyridinecarboxylic acid
  • 6-Chloro-5-nitropyridine-3-carboxylic acid methyl ester
  • methyl 6-chloro-5-nitronicotinate(SALTDATA: FREE)
  • Methyl 6-chloro-5-nitropyridine-3-carboxylate, 2-Chloro-5-(methoxycarbonyl)-3-nitropyridine
  • 6-chloro-5-nitropyridine-3-carboxylic acid
  • 3-Pyridinecarboxylic acid, 6-chloro-5-nitro-, Methyl ester
  • NSC 405361
  • 6-Chloro-5-nitro-3-pyridinecarboxylic acid Methyl ester
  • methyl 6-chloro-5-nitronicotinic acid
  • Methyl 6-chloro-5-nitro-3-pyridylate
  • 6-Chloro-5-Nitro Methyl nicotinate
  • 6-Chloro-5-nitrosonicotinic acid methyl ester
  • 59237-53-5