6-Chloronicotinamide

Base Information

• Chemical Name: 6-Chloronicotinamide
• CAS No.: 6271-78-9
• Molecular Formula: C6H5ClN2O
• Molecular Weight: 156.572
• Hs Code.: 29333990
• European Community (EC) Number: 228-456-8
• NSC Number: 37821
• UNII: K75J71K86L
• DSSTox Substance ID: DTXSID60211796
• Nikkaji Number: J234H
• Wikidata: Q72455617
• Mol file: 6271-78-9.mol

Synonyms:6-Chloronicotinamide;6271-78-9;6-chloropyridine-3-carboxamide;3-Pyridinecarboxamide, 6-chloro-;Nicotinamide, 6-chloro-;6-Chloro-3-pyridinecarboxamide;C6H5ClN2O;K75J71K86L;EINECS 228-456-8;MFCD00006242;NSC 37821;NSC-37821;AI3-52303;6-chloro-nicotinamide;6-Chloronicotinamide, 98%;6-chloronicotinic acid amide;SCHEMBL388168;UNII-K75J71K86L;2-Chloropyridine-5-carboxamide;6-chloro-3-pyridine-carboxamide;ZIJAZUBWHAZHPL-UHFFFAOYSA-;DTXSID60211796;NSC37821;2-CHLORO-5-CARBAMOYLPYRIDINE;AB8937;AKOS000200718;AC-4425;AS-8573;SB75816;SY004157;AM20061388;C1725;CS-0128795;FT-0621080;EN300-25367;A23896;W-104964;Z33546654

Chemical Property of 6-Chloronicotinamide

Chemical Property:

• Vapor Pressure: 0.00016mmHg at 25°C
• Melting Point: 210-212 °C(lit.)
• Refractive Index: 1.588
• Boiling Point: 331 °C at 760 mmHg
• PKA: 14.54±0.50(Predicted)
• Flash Point: 154 °C
• PSA: 55.98000
• Density: 1.381 g/cm³
• LogP: 1.53420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 156.0090405
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99%min ^*data from raw suppliers

6-Chloro-3-pyridinecarboxamide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=NC=C1C(=O)N)Cl
• Uses: 6-Chloro-3-pyridinecarboxamide shows Moderate activity against the leukemia.

Technology Process of 6-Chloronicotinamide

There total 14 articles about 6-Chloronicotinamide 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: 99.0%

6-chloronicotinonitrile (33252-28-7) → 6-chloro-3-pyridinecarboxamide (6271-78-9)

Guidance literature:

With manganese(IV) oxide; water; In isopropyl alcohol; at 50 ℃; for 0.166667h; under 5171.62 Torr;

DOI:10.1021/ol403591c

Reference yield: 86.0%

(6-chloro-pyridin-3-yl)-acetonitrile (39891-09-3) → 6-chloro-3-pyridinecarboxamide (6271-78-9)

Guidance literature:

With ammonium hydroxide; 5 wt% ruthenium/carbon; oxygen; In tetrahydrofuran; at 30 ℃; for 20h;

DOI:10.1039/c7cy00761b

Reference yield:

1-(6-chloronicotinyl)-2-nitroiminoimidazoline (105827-78-9) → 2-pyrrolidinon (616-45-5) + 6-Chloro-3-pyridinecarboxylic acid (5326-23-8) + 6-chloro-3-pyridinecarboxamide (6271-78-9) + 6-chloronicotinylaldehyde (23100-12-1) + n-Amyl nitrite (463-04-7) + 1-nitroisobutane (625-74-1) + 1-[(6-chloro-3-pyridinyl)-methyl]-imidazolidin-2-one (120868-66-8)

Guidance literature:

With phosphotungstic acid supported on mesoporous sieve MCM-41; In water; for 14h; Irradiation;

DOI:10.1002/cjoc.201180453

upstream raw materials:

6-chloronicotinonitrile

methyl magnesium iodide

diethyl ether

6-hydroxy-3-pyridinecarboxylic acid

Downstream raw materials:

6-Chloro-pyridin-3-ylamine

6-chloronicotinonitrile

6-aminonicotinic amide

4-oxo-2-phenyl-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carboxamide

Refernces

• 1、 Wang, Yuguang,Wu, Zhongli,Li, Qin,Zhu, Bingchun,Yu, Lei. "Ruthenium-catalyzed oxidative decyanative cross-coupling of acetonitriles with amines in air: A general access to primary to tertiary amides under mild conditions". . p. 3747 - 3757. Retrieved 2017/09/07.
• 2、 -. "INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL". Page/Page column 33; 34. . Retrieved 2013/05/21.