Ethyl 2-chloro-4-methylnicotinate

Base Information

• Chemical Name: Ethyl 2-chloro-4-methylnicotinate
• CAS No.: 50840-02-3
• Molecular Formula: C9H10ClNO2
• Molecular Weight: 199.637
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60472148
• Wikidata: Q82300938
• Mol file: 50840-02-3.mol

Synonyms:ethyl 2-chloro-4-methylnicotinate;50840-02-3;2-Chloro-4-methyl-nicotinic acid ethyl ester;ethyl 2-chloro-4-methylpyridine-3-carboxylate;ethyl2-chloro-4-methylnicotinate;2-chloro-4-methylnicotinic acid ethyl ester;ethyl 2-chloro-4-methyl-3-pyridinecarboxylate;SCHEMBL2527607;DTXSID60472148;ZCCWUIFQBCQSAS-UHFFFAOYSA-N;Ethyl 2-chloro-4-methyl-nicotinate;MFCD11501333;AKOS006325440;SB52954;AS-37758;CS-0135022;Ethyl 2-chloro-4-methylnicotinate, AldrichCPR;A848657;J-521307

Chemical Property of Ethyl 2-chloro-4-methylnicotinate

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Boiling Point: 274.725°C at 760 mmHg
• PKA: -0.52±0.10(Predicted)
• Flash Point: 119.95°C
• PSA: 39.19000
• Density: 1.208g/cm³
• LogP: 2.22010
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.0400063
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-chloro-4-methylnicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=CN=C1Cl)C

Technology Process of Ethyl 2-chloro-4-methylnicotinate

There total 6 articles about Ethyl 2-chloro-4-methylnicotinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

1-carbethoxy-1-cyano-2-methyl-4-dimethylamino-1,4-butadiene (65996-11-4) → ethyl 2-chloro-4-methyl-3-pyridinecarboxylate (50840-02-3)

Guidance literature:

1-carbethoxy-1-cyano-2-methyl-4-dimethylamino-1,4-butadiene; With hydrogenchloride; In ethanol; at 0 ℃; for 8.25h; Reflux;

With triethylamine; In water; pH=7;

Reference yield: 64.0%

→ ethyl 2-chloro-4-methyl-3-pyridinecarboxylate (50840-02-3)

Guidance literature:

Reference yield: 17.0%

ethyl 2-chloro-2-cyano-3-methyl-5-oxopentanoate (152362-00-0) → ethyl 2-chloro-4-methyl-3-pyridinecarboxylate (50840-02-3)

Guidance literature:

With hydrogenchloride; phosphorus trichloride; In N,N-dimethyl-formamide; 1.) 85 deg C; 2.) 90 deg C;

DOI:10.1016/0040-4020(95)00788-A

upstream raw materials:

ethyl 2-chloro-2-cyano-3-methyl-5-oxopentanoate

ethyl 2-cyanoacetate

1-carbethoxy-1-cyano-2-methyl-4-dimethylamino-1,4-butadiene

1-Carbethoxy-1-cyan-4-dimethylamino-2-methylbuta-1,3-dien

Downstream raw materials:

2-chloro-4-methyl-3-pyridinecarboxylic acid

2-chloro-4-methyl-3-pyridinecarboxamide

3-Amino-2-chloro-4-methylpyridine

2-chloro-4-methylnicotinoylchloride