2-Chloro-5-phenylnicotinic acid

Base Information

• Chemical Name: 2-Chloro-5-phenylnicotinic acid
• CAS No.: 117449-73-7
• Molecular Formula: C12H8ClNO2
• Molecular Weight: 233.654
• Hs Code.: 2933399090
• Mol file: 117449-73-7.mol

Synonyms:2-Chloro-5-phenylnicotinic acid

Chemical Property of 2-Chloro-5-phenylnicotinic acid

Chemical Property:

• Melting Point: 239-240 °C
• Boiling Point: 434.6±45.0 °C(Predicted)
• PKA: 1.96±0.25(Predicted)
• PSA: 50.19000
• Density: 1.355±0.06 g/cm3(Predicted)
• LogP: 3.10020
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-5-phenylnicotinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Chloro-5-phenylnicotinic acid

There total 2 articles about 2-Chloro-5-phenylnicotinic 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: 93.0%

1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarboxylic acid (10177-08-9) → 2-chloro-5-phenyl-3-pyridinecarboxylic acid (117449-73-7)

Guidance literature:

With P,P-dichlorophenylphosphine oxide; at 135 ℃; for 2h;

DOI:10.1021/jm00129a026

Reference yield:

P,P-dichlorophenylphosphine oxide (824-72-6) + 1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarboxylic acid (10177-08-9) → 2-chloro-5-phenyl-3-pyridinecarboxylic acid (117449-73-7)

Guidance literature:

In tetrahydrofuran; water;

Reference yield:

2-chloro-5-phenyl-3-pyridinecarboxylic acid (117449-73-7) → 2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methyl-7-phenylpyrido-[3,2-f]-1,4-oxazepine-5(4H)-thione (117427-78-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 g / NaH / tetrahydrofuran / 6 h / Heating

2: 1) thionyl chloride, 2) diisopropylethylamine / 1) r.t., 10 min, 2) CH₂Cl₂

3: 64 percent / 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide / toluene / 1a) reflux, 4 h, 1b) r.t., overnight

4: Ambient temperature

With Lawessons reagent; thionyl chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; toluene;

DOI:10.1021/jm00129a026

upstream raw materials:

1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarboxylic acid

P,P-dichlorophenylphosphine oxide

Downstream raw materials:

2-<(1-methyl-3-pyrrolidinyl)oxy>-5-phenyl-3-pyridinecarboxylic acid sodium salt

2-Chloro-5-phenyl-nicotinoyl chloride

1,2-dihydro-5-phenyl-2-thioxo-3-pyridinecarboxylic acid

C₁₂H₇Cl₂NOS

Refernces

• 1、 Martinez-Merino, Victor,Gil, Maria J.,Gonzalez, Alberto,Zabalza, Jose M.,Navarro, Javier,Manu, Maria A.. "NEW 5-SUBSTITUTED DERIVATIVES OF ETHYL 2,3-DIHYDRO-3-OXOISOTHIAZOLOPYRIDINE-2-ACETATE". . p. 333 - 344. Retrieved 2007/10/02.
• 2、 -. "Fused aromatic oxazepinones, thiazepinones, diazepinones and sulfur analogs thereof". . . Retrieved 2008/06/13.