2-[(4-Chlorophenyl)thio]nicotinic acid

Base Information

• Chemical Name: 2-[(4-Chlorophenyl)thio]nicotinic acid
• CAS No.: 955-54-4
• Molecular Formula: C12H8 Cl N O2 S
• Molecular Weight: 265.72
• Hs Code.: 2933399090
• European Community (EC) Number: 677-444-2
• DSSTox Substance ID: DTXSID40352378
• Wikidata: Q82129492
• ChEMBL ID: CHEMBL586870
• Mol file: 955-54-4.mol

Synonyms:955-54-4;2-[(4-chlorophenyl)thio]nicotinic acid;2-(4-CHLOROPHENYLTHIO)NICOTINIC ACID;TCMDC-123778;2-((4-Chlorophenyl)thio)nicotinic acid;2-(4-chlorophenyl)sulfanylpyridine-3-carboxylic acid;2-[(4-chlorophenyl)sulfanyl]pyridine-3-carboxylic acid;Maybridge1_001744;MLS000760192;CHEMBL586870;SCHEMBL7108755;HMS546H06;DTXSID40352378;HMS2689J15;AKOS000215330;2-((4-Chlorophenyl)thio)nicotinicacid;CCG-235058;MS-1351;SMR000368611;CS-0224367;FT-0610813;EN300-11913;D95704;AB00604792-02;A901777;AE-641/05555035;3-Pyridinecarboxylicacid,2-[(4-chlorophenyl)thio]-;J-507589;Z57052857

Chemical Property of 2-[(4-Chlorophenyl)thio]nicotinic acid

Chemical Property:

• Vapor Pressure: 8.77E-09mmHg at 25°C
• Melting Point: 218 °C
• Boiling Point: 447.3°Cat760mmHg
• Flash Point: 224.3°C
• PSA: 75.49000
• Density: 1.48g/cm³
• LogP: 3.58440
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 264.9964274
• Heavy Atom Count: 17
• Complexity: 269

Purity/Quality:

98%Min ^*data from raw suppliers

2-[(4-Chlorophenyl)thio]nicotinic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)SC2=CC=C(C=C2)Cl)C(=O)O

Technology Process of 2-[(4-Chlorophenyl)thio]nicotinic acid

There total 3 articles about 2-[(4-Chlorophenyl)thio]nicotinic acid 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: 84.0%

2-chloronicotinic acid (2942-59-8) + p-Chlorothiophenol (106-54-7) → 2-<(4-chlorophenyl)thio>nicotinic acid (955-54-4)

Guidance literature:

With potassium hydroxide; In diethylene glycol; at 180 ℃; for 6.5h;

Reference yield:

N-Benzothiazol-2-yl-2-(4-chloro-phenylsulfanyl)-nicotinamide (97936-26-0) → 2-<(4-chlorophenyl)thio>nicotinic acid (955-54-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 0.5 h / Heating

2: 84 percent / potassium hydroxide / bis-(2-hydroxy-ethyl) ether / 6.5 h / 180 °C

With potassium hydroxide; In N,N-dimethyl-formamide; diethylene glycol;

Reference yield:

→ 2-<(4-chlorophenyl)thio>nicotinic acid (955-54-4)

Guidance literature:

2-Chlornicotinsaeure, 4-Chlorthiophenol;

DOI:10.1135/cccc19732778

upstream raw materials:

2-chloronicotinic acid

p-Chlorothiophenol

N-Benzothiazol-2-yl-2-(4-chloro-phenylsulfanyl)-nicotinamide

Downstream raw materials:

2-(4-Chloro-phenylsulfanyl)-N-(2,6-dimethyl-phenyl)-nicotinamide

2-(4-Chloro-phenylsulfanyl)-N-thiazol-2-yl-nicotinamide

2-(4-Chloro-phenylsulfanyl)-N-pyridin-2-yl-nicotinamide

2-<(4-chlorophenyl)thio>nicotinoyl azide

Refernces

• 1、 Monge,Martinez-Merino,Cenarruzabeitia,et al.. "Synthesis and diuretic activity of pyrido[2,3-d]pyrimidones and related compounds". . p. 61 - 66. Retrieved 2007/10/02.