45965-30-8

Basic information

• Product Name: 2-Acetamido-5-chloropyridine
• Synonyms: 2-Acetamido-5-chloropyridine;N-(5-chloro-2-pyridinyl)acetamide;Acetamide,N-(5-chloro-2-pyridinyl)-
• CAS NO: 45965-30-8
• Molecular Formula: C₇H₇ClN₂O
• Molecular Weight: 170.59628
• Mol File: 45965-30-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Acetamido-5-chloropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Acetamido-5-chloropyridine(45965-30-8)
• EPA Substance Registry System: 2-Acetamido-5-chloropyridine(45965-30-8)

Safety Data

• Hazardous Substances Data: 45965-30-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Acetamido-5-chloropyridine is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs. Its unique structure allows it to be a key component in the development of new medications, contributing to the advancement of treatments for a range of health conditions.
Used in Agrochemical Production:
In the agrochemical sector, 2-Acetamido-5-chloropyridine serves as an intermediate in the production of crop protection agents and other agricultural chemicals. Its incorporation aids in the creation of effective solutions to protect crops from pests and diseases, thereby supporting sustainable agriculture.
Used in Medicinal Chemistry Research:
2-Acetamido-5-chloropyridine is utilized as a valuable tool in medicinal chemistry research. It plays a crucial role in the study and understanding of biologically active heterocyclic compounds, which can lead to the discovery of new drugs and therapeutic agents.
Used in Drug Discovery and Development:
2-Acetamido-5-chloropyridine is also applied in the realm of drug discovery and development. Its potential as a building block for heterocyclic compounds with biological activity makes it instrumental in the design and synthesis of innovative pharmaceuticals aimed at treating various diseases and medical conditions.

Upstream product

• 1072-98-6 5-chloro-2-pyridylamine 
• 108-24-7 acetic anhydride 
• 5231-96-9 N-(2-pyridyl)acetamide 
• 127-19-5 N,N-dimethyl acetamide 
• 75-05-8 acetonitrile 
• 1480-65-5 2-fluoro-5-chloropyridine 
• 124-42-5 acetamidine hydrochloride 
• 1197040-29-1 phenyl isocyanate 
• 107264-04-0 N-Fluoro-3-chloropyridinium triflate 

Relevant articles and documents

Access to 2-pyridinylamide and imidazopyridine from 2-fluoropyridine and amidine hydrochloride

Under catalyst-free conditions, an efficient method to synthesize 2-pyridinylamides has been developed, and the protocol uses inexpensive and readily available 2-fluoropyridine and amidine derivatives as the starting materials. Simultaneously, the copper-catalysed approach to imidazopyridine derivatives has been established with high chemoselectivity and regiospecificity. The results suggest that the nitrogen-heterocycles containing iodide substituents can also be compatible for the reaction via the cascade Ullmann-type coupling, and the nucleophilic substitution reaction provides the target products in a one-pot manner.

Efficient Electrocatalysis for the Preparation of (Hetero)aryl Chlorides and Vinyl Chloride with 1,2-Dichloroethane

Although the application of 1,2-dichloroethane (DCE) as a chlorinating reagent in organic synthesis with the concomitant release of vinyl chloride as a useful byproduct is a fantastic idea, it still presents a tremendous challenge and has not yet been achieved because of the harsh dehydrochlorination conditions and the sluggish C?H chlorination process. Here we report a bifunctional electrocatalysis strategy for the catalytic dehydrochlorination of DCE at the cathode simultaneously with anodic oxidative aromatic chlorination using the released HCl as the chloride source for the efficient synthesis of value-added (hetero)aryl chlorides. The mildness and practicality of the protocol was further demonstrated by the efficient late-stage chlorination of bioactive molecules.

Synthetic method of 2-acetamido-5-chloropyridine

The invention relates to a synthetic method of 2-acetamido-5-chloropyridine. The synthetic method comprises the following steps: making 2-amino-5-chloropyridine and acetic anhydride which are taken as raw materials continuously react in a mass ratio of 1 to (1.0-3.2) in a proper solvent at the temperature of 50 to 110 DEG C for 4 to 15 hours to generate a 2-amino-5-chloropyridine rough product; purifying to obtain a 2-amino-5-chloropyridine pure product. In the synthetic method, the raw materials are readily-available, and are reasonable in costs; meanwhile, in the preparation process, heavy metal and corrosive gas are not used, the reaction is mild, special requirements on reaction equipment are avoided, and ordinary corrosion-resistant equipment can be used for producing; moreover, the synthetic method is moderate in reaction conditions, and does not cause no any environmental pollution.

A new transformation of aminopyridines upon diazotization in acetonitrile with the formation of N-pyridinylacetamides

Diazotization of aminopyridines upon treatment with NaNO2 and H3PO4 in acetonitrile led to the formation of N-pyridinylacetamides. This reaction constitutes a convenient and general preparative method for the synthesis of 2-, 3-, and 4-N-pyridinylacetamides under mild conditions in good yields. The in situ oxidation of the thus obtained N-pyridinylacetamides with hydrogen peroxide gave good yields of pyridinylacetamide N-oxides.

Convenient N-acetylation of amines in N,N-dimethylacetamide with N,N-carbonyldiimidazole

Dimethylacetamide (DMAc) acts as an efficient source of acetyl and dimethylamine gas in the presence of N,N-carbonyldiimidazole (CDI). Addition of amines to the reaction mixture delivers the corresponding amides in good to excellent yields. The acetylation of amines reported herein, which relies on the in situ generation of N-acetylimidazole on warming of DMAc with CDI at 120-125 °C, serves as a convenient alternative to other acetylation methods.

A novel three-component reaction of N-fluoropyridinium salts: A facile approach to imidazo[1,2-a]pyridines

The reaction of N-fluoropyridinium triflate with isonitriles in acetonitrile and propionitrile in the presence of NaBH(OAc)3 led to the formation of the corresponding imidazo[1,2-a]pyridines in 44-73% yields. The proposed reaction mechanism involves the intermediate formation of a highly reactive carbene species and apparent reduction of the pyridinium intermediate with NaBH(OAc)3 to yield the targeted heterocycles.

Method of producing 2-acyl amino 5-halogenopyridine compounds

A 2-amino-3-nitro-5-halogenopyridine is formed from a 2-acylaminopyridine by way of a 2-acylamino-5-halogenopyridine. The 2-acetamido-5-bromopyridine may be formed from the 2-acylaminopyridine by way of a 2-acylaminopyridinium-HBr3 salt.

Method of producing 2-amino-3-nitro-5-halogenopyridine

A 2-amino-3-nitro-5-halogenopyridine is formed from a 2-acylaminopyridine by way of a 2-acylamino-5-halogenopyridine. The 2-acetamido-5-bromopyridine may be formed from the 2-acylaminopyridine by way of a 2-acylaminopyridinium-HBr3 salt.