2-Chloroisonicotinamide

Base Information

• Chemical Name: 2-Chloroisonicotinamide
• CAS No.: 100859-84-5
• Molecular Formula: C6H5 Cl N2 O
• Molecular Weight: 156.57000
• Hs Code.: 2933399090
• European Community (EC) Number: 672-790-0
• UNII: Q6MVJ56LTL
• DSSTox Substance ID: DTXSID40384134
• Nikkaji Number: J3.074.552C
• Wikidata: Q72452781
• Mol file: 100859-84-5.mol

Synonyms:2-Chloroisonicotinamide;100859-84-5;2-Chloropyridine-4-carboxamide;4-PYRIDINECARBOXAMIDE, 2-CHLORO-;Isonicotinamide, 2-chloro-;2-Chloro-4-pyridinecarboxamide;Q6MVJ56LTL;2-chloro-isonicotinamide;UNII-Q6MVJ56LTL;Oprea1_265572;SCHEMBL1569241;DTXSID40384134;2-Chloroisonicotinamide, AldrichCPR;BCP07880;STR07340;BBL028416;MFCD00221401;STL249202;AKOS000205754;AB04952;AM81294;PS-4674;BP-10303;C3079;CS-0034602;FT-0611957;EN300-75861;Z147129672;X4P

Chemical Property of 2-Chloroisonicotinamide

Chemical Property:

• Vapor Pressure: 0.000535mmHg at 25°C
• Melting Point: 193oC
• Boiling Point: 312.2oC at 760 mmHg
• PKA: 14.37±0.50(Predicted)
• Flash Point: 142.6oC
• PSA: 55.98000
• Density: 1.381g/cm3
• LogP: 1.53420
• XLogP3: 0.5
• 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% ^*data from raw suppliers

2-Chloroisonicotinamide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C(=O)N)Cl

Technology Process of 2-Chloroisonicotinamide

There total 3 articles about 2-Chloroisonicotinamide 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: 98.0%

2-chloro-4-pyridinenitrile (33252-30-1) → 2-chloro-4-pyridine carboxamide (100859-84-5)

Guidance literature:

With manganese(IV) oxide; water; In isopropyl alcohol; at 60 ℃; for 0.2h; under 5171.62 Torr;

DOI:10.1021/ol403591c

Reference yield:

2-chloroisonicotinic acid, (6313-54-8) → 2-chloro-4-pyridine carboxamide (100859-84-5)

Guidance literature:

With ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In water; N,N-dimethyl-formamide; at 20 ℃; for 17h;

Reference yield:

2-chloropyridine-4-carbonyl chloride (65287-34-5) → 2-chloro-4-pyridine carboxamide (100859-84-5)

Guidance literature:

With ammonium hydroxide;

DOI:10.1021/jo01095a019

upstream raw materials:

2-chloropyridine-4-carbonyl chloride

2-chloroisonicotinic acid,

2-chloro-4-pyridinenitrile

Downstream raw materials:

(3-chlorophenyl)-[4-(2-chloropyridin-4-yl)-[1,3,5]triazin-2-yl]amine

2-chloropyridine-4-carbothioamide

4-{5-cyclopropyl-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester

4-{5-chloro-2-[2-(2-fluorophenylamino)pyridin-4-yl]pyrido[3,4-d]pyrimidin-4-yl}piperazine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Li, Yang,Chen, Haonan,Liu, Jianping,Wan, Xujun,Xu, Qing. "Clean synthesis of primary to tertiary carboxamides by CsOH-catalyzed aminolysis of nitriles in water". . p. 4865 - 4870. Retrieved 2016.
• 2、 Battilocchio, Claudio,Hawkins, Joel M.,Ley, Steven V.. "Mild and selective heterogeneous catalytic hydration of nitriles to amides by flowing through manganese dioxide". . p. 1060 - 1063. Retrieved 2014.