Ethyl 2-chloro-3-cyano-6-methyl-5-nitroisonicotinate

Base Information

• Chemical Name: Ethyl 2-chloro-3-cyano-6-methyl-5-nitroisonicotinate
• CAS No.: 72701-63-4
• Molecular Formula: C₁₀H₈ClN₃O₄
• Molecular Weight: 269.644
• Hs Code.: 2933399090
• NSC Number: 61973
• DSSTox Substance ID: DTXSID30289568
• Wikidata: Q82026919
• Mol file: 72701-63-4.mol

Synonyms:ethyl 2-chloro-3-cyano-6-methyl-5-nitroisonicotinate;72701-63-4;ethyl 2-chloro-3-cyano-6-methyl-5-nitropyridine-4-carboxylate;C10H8ClN3O4;NSC61973;DTXSID30289568;NSC-61973;FT-0625945;2-methyl-3-nitro-4-ethoxycarbonyl-5-cyano-6-chloropyridine

Chemical Property of Ethyl 2-chloro-3-cyano-6-methyl-5-nitroisonicotinate

Chemical Property:

• Vapor Pressure: 3.83E-07mmHg at 25°C
• Melting Point: 55℃
• Boiling Point: 416.4°C at 760 mmHg
• Flash Point: 205.6°C
• PSA: 108.80000
• Density: 1.46g/cm³
• LogP: 2.52318
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 269.0203334
• Heavy Atom Count: 18
• Complexity: 388

Purity/Quality:

99%min ^*data from raw suppliers

Ethyl 2-chloro-3-cyano-6-methyl-5-nitroisonicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=NC(=C1[N+](=O)[O-])C)Cl)C#N

Technology Process of Ethyl 2-chloro-3-cyano-6-methyl-5-nitroisonicotinate

There total 4 articles about Ethyl 2-chloro-3-cyano-6-methyl-5-nitroisonicotinate 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:

3-cyano-2-hydroxy-6-methyl-5-nitro-isonicotinic acid ethyl ester (5427-92-9) → 2-chloro-3-cyano-6-methyl-5-nitro-isonicotinic acid ethyl ester (72701-63-4)

Guidance literature:

With phosphorus pentachloride; chlorobenzene;

Reference yield:

ethyl 3-cyano-2-hydroxy-6-methylisonicotinate (18619-97-1) → 2-chloro-3-cyano-6-methyl-5-nitro-isonicotinic acid ethyl ester (72701-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HNO₃, / acetic anhydride

2: PCl₃ / chlorobenzene

With nitric acid; phosphorus trichloride; In acetic anhydride; chlorobenzene;

DOI:10.1021/ja9632668

Reference yield:

ethyl 2,4-diketopentanoate (615-79-2) → 2-chloro-3-cyano-6-methyl-5-nitro-isonicotinic acid ethyl ester (72701-63-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₂NH

2: HNO₃, / acetic anhydride

3: PCl₃ / chlorobenzene

With nitric acid; diethylamine; phosphorus trichloride; In acetic anhydride; chlorobenzene;

DOI:10.1021/ja9632668

upstream raw materials:

3-cyano-2-hydroxy-6-methyl-5-nitro-isonicotinic acid ethyl ester

ethyl 3-cyano-2-hydroxy-6-methylisonicotinate

ethyl 2,4-diketopentanoate

Downstream raw materials:

7-amino-6-methyl-2,3-dihydro-pyrrolo[3,4-c]pyridin-1-one

5-benzyloxy-6-methyl-pyridine-3,4-dicarboxylic acid dibenzyl ester

[5-(benzyloxy)-4-(hydroxymethyl)-6-methylpyridin-3-yl]methanol

4,5-bis-hydroxymethyl-3-methoxy-2-methyl-pyridine

Refernces