62068-78-4

Basic information

• Product Name: 2,6-Dichloronicotinamide
• Synonyms: 2,6-Dichloronicotinamide;2,6-Dichloropyridine-3-carboxamide;DichloronicotinaMide;2,6-Dichloropyridine-3-carboxamide 97%;2,6-Dichloronicotimide
• CAS NO: 62068-78-4
• Molecular Formula: C₆H₄Cl₂N₂O
• Molecular Weight: 191.01
• Mol File: 62068-78-4.mol

Chemical Properties

• Melting Point: 148-151 °C
• Boiling Point: 315.5±42.0 °C(Predicted)
• Appearance: /
• Density: 1.524±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 13.91±0.50(Predicted)
• CAS DataBase Reference: 2,6-Dichloronicotinamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dichloronicotinamide(62068-78-4)
• EPA Substance Registry System: 2,6-Dichloronicotinamide(62068-78-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 62068-78-4(Hazardous Substances Data)

Usage

Uses

Used in Pesticide Production:
2,6-Dichloronicotinamide is used as a chemical intermediate for the synthesis of certain pesticides. It plays a crucial role in the development of effective and environmentally friendly pest control solutions.
Used in Pharmaceutical Manufacturing:
2,6-Dichloronicotinamide is used as a chemical intermediate in the production of pharmaceuticals. Its unique properties contribute to the creation of new and improved medications for various health conditions.
Used in Organic Compound Synthesis:
2,6-Dichloronicotinamide is used as a building block in the synthesis of other organic compounds. Its versatility allows for the development of a wide range of chemical products with diverse applications.
Safety Precautions:
As with many chemicals, 2,6-Dichloronicotinamide may cause irritation or harm if improperly handled. Therefore, it is essential to take adequate precautions to ensure the safety of those working with 2,6-Dichloronicotinamide.

Upstream product

• 58584-83-1 2,6-dichloronicotinoyl chloride 
• 2402-78-0 2,6-dichloropyridine 
• 38496-18-3 2,6-dichloropyridine-3-carboxylic acid 
• 40381-90-6 2,6-dichloro-3-pyridinecarbonitrile 

Downstream Products

• 40381-90-6 2,6-dichloro-3-pyridinecarbonitrile 

Relevant articles and documents

Preparation method of key intermediate heterocyclic compound 2, 6-dichloronicotinic acid of obrutinib

The invention relates to a preparation method of key intermediate heterocyclic compound 2, 6-dichloronicotinic acid of obrutinib, which comprises the following steps: adding 2, 6-dichloropyridine into tetrahydrofuran, dropwise adding chlorosulfonyl isocyanate at 0-5 DEG C, completely reacting at room temperature, and adding reaction liquid into ice water for quenching; and extracting with an organic solvent, and concentrating an organic layer under reduced pressure to obtain 2, 6-dichloronicotinonitrile; and adding sulfuric acid and water for refluxing, cooling to room temperature after the reaction is finished, adjusting the pH value to 8-9 by using ammonia water, and filtering to obtain 2, 6-dichloronicotinamide; adding the 2, 6-dichloronicotinamide into water, using a 10% hydrochloric acid aqueous solution until the pH value is 1-2, extracting with an organic solvent, washing an organic layer with saturated sodium chloride, and concentrating the organic layer under reduced pressure to obtain a 2, 6-dichloronicotinic acid crude product; and adding an organic solvent, stirring and dissolving, adjusting the pH value to 9-10 by using alkaline water, adjusting the pH value of a water phase to 1-2 by using concentrated hydrochloric acid, and separating out a white product 2, 6-dichloronicotinic acid. The synthetic route is simple to operate and suitable for industrial production.

Synthesis of novel pyridine and pyrimidine derivatives as potential inhibitors of HIV-1 reverse transcriptase using palladium-catalysed C-N cross-coupling and nucleophilic aromatic substitution reactions

Palladium-mediated cross-coupling reactions are used in the successful construction of a small library of flexible heteroatom-linked diarylpyridine target compounds, including pyridines bearing a secondary amide substituent. Heteroatom-linked diarylpyrimidine derivatives bearing a chlorine substituent are prepared by base-catalysed nucleophilic aromatic substitution reactions without the need for palladium catalysis.

PROCESS FOR PREPARING 6- (1-ACRYLOYLPIPERIDIN-4-YL) -2- (4-PHENOXYPHENYL) NICOTINAMIDE

Disclosed the processes for preparing 6- (1-Acryloylpiperidin-4-yl) -2-(4-phenoxyphenyl) nicotinamide (Compound I) in a large scale of over 1 Kg. The processes provide a good yield and a purity of at least 95% of the final product and provide a controllable and safe reaction.

2-AMINO-N-HETEROARYL-NICOTINAMIDES AS NAV1.8 INHIBITORS

Novel compounds of the structural formula (I), and the pharmaceutically acceptable salts thereof, are inhibitors of Nav1.8 channel activity and may be useful in the treatment, prevention, management, amelioration, control and suppression of diseases mediated by Nav1.8 channel activity. The compounds of the present invention may be useful in the treatment, prevention or management of pain disorders, cough disorders, acute itch disorders, and chronic itch disorders.

Method for preparing amide compounds by using supported metal oxide catalytic material

The invention relates to a catalyst for preparing amide compounds, and aims to provide a method for preparing amide compounds by using a supported metal oxide catalytic material. The method comprisesthe following steps: uniformly mixing a solvent, water, an organic nitrile compound and the catalytic material; performing a reaction at 50-180 DEG C for 0.5-48 h; and hydrating and converting the organic nitrile compound into the corresponding amide compounds through the catalytic hydration effect of the catalyst in the reaction process. Adsorption and activation of the catalytic material to water molecules can be effectively regulated by regulating metal components loaded on the catalytic material and a catalytic material carrier, so that important amide compounds in chemical and agricultural processes are efficiently prepared. The provided method for preparing the amide compounds is effect, and has the advantages of high atom utilization rate in the reaction process, low reaction temperature, no additional reaction assistant in the synthesis process, no generation of toxic or harmful byproducts after the reaction, and green and environment-friendly synthesis process.

Aromatic amide derivative, preparation method therefor and application of aromatic amide derivative in medicines

The invention relates to an aromatic amide derivative, a preparation method therefor and application of the aromatic amide derivative in medicines. Specifically, the invention relates to a novel derivative represented by a general formula (I) shown in the description and pharmaceutical salts thereof or pharmaceutical compositions containing the novel derivative, and preparation methods thereof. The invention further relates to use of the derivative and the pharmaceutical salts thereof or pharmaceutical compositions containing the derivative in preparation of therapeutic agents, particularly Bruton tyrosine kinase inhibitors, and in preparation of medicines for treating and/or preventing diseases such as tumor and immunity related diseases. Each substituent of the general formula (I) is the same as defined in the description.

SUBSTITUTED NICOTINIMIDE INHIBITORS OF BTK AND THEIR PREPARATION AND USE IN THE TREATMENT OF CANCER, INFLAMMATION AND AUTOIMMUNE DISEASE

Compounds of Formula I, as shown below and defined herein: and pharmaceutically acceptable salts, syntheses, intermediates, formulations, and methods of treating diseases including cancer, inflammation, and autoimmune disease mediated at least in part by Bruton's Tyrosine Kinase (BTK).

Effects of the pyridine 3-substituent on regioselectivity in the nucleophilic aromatic substitution reaction of 3-substituted 2,6-dichloropyridines with 1-methylpiperazine studied by a chemical design strategy

A chemical design strategy has been used to select 3-substituted 2,6-dichloropyridines for the nucleophilic aromatic substitution reaction with 1-methylpiperazine. The aim was to study the dependency of the regioselectivity in these reactions on the character of the pyridine 3-substituent expressed by their lipophilicity (PI), size (MR), and inductive effect (Ip). Interestingly, the regioselectivity did not correlate with any of these parameters, but in a statistically significant manner with the Verloop steric parameter B1, as indicated by the p value of 0.006 (R2 = 0.45). This implies that bulky 3-substituents close to the pyridine ring induce regioselectivity towards the 6-position. Useful in practical synthesis is the different regioselectivity obtained with a carboxylic acid 3-substituent and precursors or derivatives thereof. Thus, in acetonitrile as solvent, 3-carboxylate and 3-amide substituents were preferred to obtain the 2-isomer (9:1 ratio of the 6-isomer), whereas the 3-cyano and 3-trifluoromethyl substitutents were preferred to obtain the 6-isomer (9:1 ratio of the 2-isomer). Analysis of the regioselectivity Rsel for the pyridine 2-position in the reaction of 2,6-dichloro-3-(methoxycarbonyl)pyridine with 1-methylpiperazine in 21 different solvents showed that Rsel could be predicted by the Kamlet-Taft equation: Rsel = 1.28990 + 0.03992α - 0.59417β - 0.46169π* (R2 = 0.95, p = 1.9 × 10-10). Rsel is thus mainly correlated with the ability of the solvent to function as a hydrogen-bond acceptor, as expressed by the solvatochromic β parameter. Thus, the 16:1 regioselectivity for the 2-isomer in DCM (β = 0.10) could be switched to a 2:1 selectivity for the 6-isomer in DMSO (β = 0.76). Copyright