Pyridine synthesis

14synthesis methods

Product Name:Pyridine
CAS Number:110-86-1
Molecular formula:C5H5N
Molecular Weight:79.1

Pyridine is produced either by isolation from natural sources such as coal, or through chemical synthesis (HSDB 1989). Pyridine is produced by the fractional distillation of coal-tar residues (HSDB 1989; NSC 1978; Santodonato et al. 1985) in which 1 ton of coal produces 0.07-0.21 pounds of pyridine bases of which 57% is pyridine (Santodonato et al, 1985). Synthetically produced pyridine is currently the more important source of pyridine for commercial uses (Santodonato et al. 1985). Small amounts of pyridine are synthesized from acetaldehyde, formaldehyde, and ammonia with a fluidized silica-alumina catalyst, followed by fractionation to isolate the pyridine (Harper et al. 1985; HSDB 1989; NSC 1978).
Pyridine is produced from natural sources by Crowley Tar Products of Stow, Ohio, and Oklahoma City, Oklahoma (Harper et al. 1985; HSDB 1989; SRI 1986, 1987, 1988). Pyridine is synthetically produced by two companies, the Nepera Chemical Co. of Harriman, New York and the Reilly Tar and Chemical Corporation of Indianapolis, Indiana (Harper et al. 1985; SRI 1986, 1987, 1988).

2402-77-9 Synthesis

2402-77-9
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110-86-1
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Yield:110-86-1 100 %Spectr.

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen;sodium hydrogencarbonate in methanol at 20; under 760.051 Torr; for 2 h;Sealed tube;chemoselective reaction;

Steps:

General procedure forhydrodechlorination of 2-chloropyridine derivatives

General procedure: To a solution of the 2-chloropyridine derivative (1 equiv.) in MeOH (10 mL) was added 10% Pd/C (1 mol%) and NaHCO₃(1 equiv. per pyridine chlorine).The reaction vessel was sealed and flushed with hydrogen gas three times. The black suspension was stirred at room temperature under an atmosphere of hydrogen (1 atm.) for two hours. The mixture was filtered through celite washing with methanol and concentrated in vacuo. Purification by column chromatography was performed as required to yield the hydrodechlorinated pyridine product.

References:

Kinarivala, Nihar;Trippier, Paul C. [Tetrahedron Letters,2014,vol. 55,# 39,p. 5386 - 5389] Location in patent:supporting information

462-08-8 Synthesis