Ethyl 3-cyano-2-mercapto-6-methylisonicotinate

Base Information

• Chemical Name: Ethyl 3-cyano-2-mercapto-6-methylisonicotinate
• CAS No.: 56891-69-1
• Molecular Formula: C10H10 N2 O2 S
• Molecular Weight: 222.268
• Hs Code.: 2933399090
• European Community (EC) Number: 678-750-9
• ChEMBL ID: CHEMBL1367484
• Mol file: 56891-69-1.mol

Synonyms:56891-69-1;Ethyl 3-cyano-2-mercapto-6-methylisonicotinate;Ethyl 3-Cyano-2-Mercapto-6-Methylpyridine-4-Carboxylate;3-Cyano-2-mercapto-6-methyl-isonicotinic acid ethyl ester;MLS000043775;ethyl 3-cyano-6-methyl-2-sulfanylpyridine-4-carboxylate;ethyl 3-cyano-6-methyl-2-sulfanylidene-1H-pyridine-4-carboxylate;SMR000020985;ethyl 3-cyano-6-methyl-2-thioxo-1,2-dihydropyridine-4-carboxylate;3-Cyano-2-mercapto-6-methyl-isonicotinic acidethyl ester;TimTec1_002580;3-Cyano-4-(ethoxycarbonyl)-6-methylpyridine-2-thiol;cid_723622;SCHEMBL4657999;CHEMBL1367484;BDBM80107;WBMMFDGNOQLZNF-UHFFFAOYSA-N;HMS1541F06;HMS2309P22;MFCD00052275;STK764309;AKOS001740131;AKOS005213510;AS-5161;CS-0314691;FT-0626023;Ethyl 3-cyano-6-methyl-2-sulphanylisonicotinate;A831221;SR-01000532167;SR-01000532167-1;3-cyano-4-ethoxycarbonyl-6-methyl-pyridine-2-thiolate;3-cyano-6-methyl-2-sulfanylidene-1H-pyridine-4-carboxylic acid ethyl ester;3-cyano-6-methyl-2-thioxo-1H-pyridine-4-carboxylic acid ethyl ester;ETHYL 3-CYANO-6-METHYL-2-SULFANYLIDENE-1,2-DIHYDROPYRIDINE-4-CARBOXYLATE

Chemical Property of Ethyl 3-cyano-2-mercapto-6-methylisonicotinate

Chemical Property:

• Vapor Pressure: 4.45E-07mmHg at 25°C
• Melting Point: 214 ºC
• Boiling Point: 302.8°Cat760mmHg
• PKA: 6.89±0.70(Predicted)
• Flash Point: 136.9°C
• PSA: 101.78000
• Density: 1.29g/cm³
• LogP: 1.72708
• Sensitive.: Air Sensitive
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 222.04629874
• Heavy Atom Count: 15
• Complexity: 426

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-Cyano-2-mercapto-6-methylisonicotinate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=S)NC(=C1)C)C#N

Technology Process of Ethyl 3-cyano-2-mercapto-6-methylisonicotinate

There total 1 articles about Ethyl 3-cyano-2-mercapto-6-methylisonicotinate 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%

Cyanothioacetamide (7357-70-2) + ethyl 2,4-diketopentanoate (615-79-2) → 3-cyano-2-mercapto-6-methylisonicotinic acid ethyl ester (56891-69-1)

Guidance literature:

ethyl 2,4-diketopentanoate; With triethylamine; In ethanol; for 0.5h;

Cyanothioacetamide; In ethanol; at 20 ℃;

Reference yield:

3-cyano-2-mercapto-6-methylisonicotinic acid ethyl ester (56891-69-1) → 3-amino-4-(4-methoxy-phenoxymethyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid amide

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0.08 h / 20 °C

1.2: 160 mg / n-Bu₄NI / tetrahydrofuran / 1.5 h / 20 °C

2.1: 71 percent / LiBH₄ / tetrahydrofuran; methanol / 2 h / 20 °C

3.1: 23 percent / diisopropyl azodicarboxylate; Ph₃P / tetrahydrofuran / 24 h / 20 °C

With lithium borohydride; di-isopropyl azodicarboxylate; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; 3.1: Mitsunobu reaction;

DOI:10.1021/jm0510979

Reference yield:

3-cyano-2-mercapto-6-methylisonicotinic acid ethyl ester (56891-69-1) → 3-amino-4-(4-cyano-phenoxymethyl)-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid amide

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 0.08 h / 20 °C

1.2: 160 mg / n-Bu₄NI / tetrahydrofuran / 1.5 h / 20 °C

2.1: 71 percent / LiBH₄ / tetrahydrofuran; methanol / 2 h / 20 °C

3.1: 34 percent / diisopropyl azodicarboxylate; Ph₃P / tetrahydrofuran / 24 h / 20 °C

With lithium borohydride; di-isopropyl azodicarboxylate; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; 3.1: Mitsunobu reaction;

DOI:10.1021/jm0510979

upstream raw materials:

Cyanothioacetamide

ethyl 2,4-diketopentanoate

Downstream raw materials:

3-Acetyl-2-hydroxy-4-(4-methoxy-phenyl)-7-methyl-thieno[2,3-b;4,5-b']dipyridine-9-carboxylic acid ethyl ester

3-Acetyl-4-(2,4-dichloro-phenyl)-2-hydroxy-7-methyl-thieno[2,3-b;4,5-b']dipyridine-9-carboxylic acid ethyl ester

3-Acetyl-2-hydroxy-7-methyl-4-(4-nitro-phenyl)-thieno[2,3-b;4,5-b']dipyridine-9-carboxylic acid ethyl ester

3-Acetyl-2-hydroxy-7-methyl-4-(3-trifluoromethyl-phenyl)-thieno[2,3-b;4,5-b']dipyridine-9-carboxylic acid ethyl ester

Refernces

• 1、 -. "SUBSTITUTED 3-AMINO-THIENO[2,3-b]PYRIDINE-2-CARBOXYLIC ACID AMIDE COMPOUNDS AND PROCESSES FOR PREPARING AND THEIR USES". Page 80. . Retrieved 2008/06/13.