10366-35-5

Basic information

• Product Name: 2-Chloronicotinamide
• Synonyms: RARECHEM AH CK 0070;TIMTEC-BB SBB004012;2-CHLORONICOTINAMIDE;2-CHLORO-PYRIDIN-3-CARBOXYLIC ACID AMIDE;2-CHLOROPYRIDINE-3-CARBOXAMIDE;2-CHLORONICOTINAMIDE CNAM;2-CHLORO-NICOTINAMIDE, 2-CHLORO-PYRIDIN-3-CARBOXYLIC ACID AMIDE 97%;2-CHLORO-NICOTINAMIDE, 2-CHLORO-PYRIDINE-3-CARBOXYLIC ACID AMIDE
• CAS NO: 10366-35-5
• Molecular Formula: C₆H₅ClN₂O
• Molecular Weight: 156.57
• EINECS: 233-808-9
• Product Categories: Chloropyridines;Halopyridines;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines;amine|alkyl chloride
• Mol File: 10366-35-5.mol

Chemical Properties

• Melting Point: 164-167 °C(lit.)
• Boiling Point: 313.74 °C at 760 mmHg
• Flash Point: 143.545 °C
• Appearance: Beige/Fine Crystalline Powder
• Density: 1.4411 (rough estimate)
• Vapor Pressure: 0.000487mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 14.19±0.50(Predicted)
• BRN: 119026
• CAS DataBase Reference: 2-Chloronicotinamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloronicotinamide(10366-35-5)
• EPA Substance Registry System: 2-Chloronicotinamide(10366-35-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 10366-35-5(Hazardous Substances Data)

Usage

Chemical Properties

BEIGE FINE CRYSTALLINE POWDER

InChI:InChI=1/C6H5ClN2O/c7-5-4(6(8)10)2-1-3-9-5/h1-3H,(H2,8,10)

Upstream product

• 6602-54-6 2-chloro-3-pyridinecarbonitrile 
• 1452-94-4 ethyl 2-chloronicotinate 
• 49609-84-9 2-Chloronicotinoyl chloride 
• 2942-59-8 2-chloronicotinic acid 
• 152361-99-4 ethyl 2-chloro-2-cyano-5-oxopentanoate 
• 1986-81-8 nicotinamide N-oxide 
• 36404-88-3 2-chloro-3-carbaldehydepyridine 
• 98-92-0 nicotinamide 

Downstream Products

• 87394-64-7 2-(piperazin-1-yl)pyridine-3-carboxamide 
• 125536-09-6 phenyl-2 (4H) pyrido <3,2-e>-thiazine-1,3 one-4 
• 101512-13-4 2-(4-Phenyl-piperazin-1-yl)-nicotinamide 
• 125536-10-9 p-tolyl-2 (4H) pyrido <3,2-e>-thiazine-1,3 one-4 
• 125554-45-2 p-methoxyphenyl-2 (4H) pyrido <3,2-e>-thiazine-1,3 one-4 
• 125536-11-0 p-chlorophenyl-2 (4H) pyrido <3,2-e>-thiazine-1,3 one-4 
• 125536-15-4 benzylidene-2 dihydro-2,3 (4H) pyrido <3,2-e>-thiazine-1,3 one-4 
• 6298-19-7 2-chloro-3-aminopyridine 
• 676496-31-4 C₁₉H₂₃N₃O₄ 
• 50596-67-3 1,2-dihydro-2-thioxo-3-pyridinecarboxamide 
• 1149381-73-6 2-(3-(imidazo[1,2-b]pyridazin-2-yl)phenylamino)nicotinamide 
• 1258786-27-4 2-(toluene-4-sulfonyl)-nicotinamide 
• 1240596-59-1 C₆H₅ClN₂S 
• 59664-43-6 C₁₀H₁₃ClN₂O 

Relevant articles and documents

Synthesis, cyrstal structure, fungicidal activity and molecular docking of nicotinic acyl urea derivatives

A series of nicotinic acyl urea derivatives were designed using boscalid as a lead compound. They were synthesized via four steps. Their structures were confirmed by 1H NMR, HRMS and X-ray diffraction. Some of these new nicotinic acyl urea derivatives(4d, 4g, 4h and 4k) had moderate fungicidal activity against Gibberella zeae, Sclerotinia sclerotiorum, Rhizoctonia solani, Botrytis cinerea and Physalospora piricola at 50 mg/L, which is a little weaker than the commercial fungicide fluxapyroxad. The SAR was studied by using molecular docking.

Mild and efficient conversion of nitriles to amides with basic urea- hydrogen peroxide adduct

The urea-hydrogen peroxide adduct, an inexpensive, stable and easily handled reagent has shown utility for mild and efficient transformation of nitriles into the corresponding aliphatic or aromatic amides. Reaction proceeds in aqueous acetone, within 0.5-2. 5h, in the presence of catalytic amount of K2CO3, at room temperature.

Regioselective synthesis of 2-chloro 3-pyridinecarboxylates

2-Chlorocyanoacetate was found to undergo base-catalyzed Michael addition to α,β-unsaturated ketones or aldehydes to afford 5-oxopentenenitrile derivatives. In the presence of anhydrous HCl, these compounds cyclize to yield 2-chloro-3-pyridinecarboxylates. The process is highly regiospecific and useful in the synthesis of 2,3-disubstituted pyridines.

Visible-light-driven catalytic oxidation of aldehydes and alcohols to nitriles by 4-acetamido-tempo using ammonium carbamate as a nitrogen source

A mild and efficient route to prepare nitriles from aldehydes by combining photoredox catalysis with oxoammonium cations is reported. The reaction is performed using ammonium carbamate as the nitrogen source. The practicality of the method is increased by the extension of the dual catalytic system to one-pot two-step conversion of alcohols to nitriles.

Fluorine-containing nicotinyl urea compounds and preparation method and application thereof

The invention discloses a fluorine-containing nicotinyl urea compound. The structural formula of the fluorine-containing nicotinyl urea compound is as shown in the specification. In a formula (I), H on a benzene ring is monosubstituted or polysubstituted by substituent groups R, wherein n is an integer from 1 to 5 and represents the number of the substituent groups R on the benzene ring; when n is1, H on the benzene ring is monosubstituted by the substituent group R; when n is from 2 to 5, H on the benzene ring is polysubstituted by the substituent groups R; and the substituent groups R on different substituent positions are same or different. The invention also provides a preparation method and application of the fluorine-containing nicotinyl urea compound. As a bactericide, the fluorine-containing nicotinyl urea compound is used for inhibiting botrytis cinerea, gibberella zeae, sclerotinia sclerotiorum or physalospora piricola.

2-chloro-N-(phenyl formamyl) nicotinamide compound, preparation method thereof and application of compound

The invention discloses a 2-chloro-N-(phenyl formamyl) nicotinamide compound, a preparation method thereof and an application of the compound. The structural formula of the compound is as shown in a formula (I), H on a benzene ring is monosubstituted or polysubstituted by substituent groups R, n is an integer of 1-5 and indicates the number of the substituent groups R on the benzene ring, the H onthe benzene ring is monosubstituted by the substituent groups R when n=1, the H on the benzene ring is polysubstituted by the substituent groups R when n=2-5, the substituent groups R at different substituent positions are the same or different, and the substituent groups R are halogen, C1-C5 alkyl, C1-C5 alkoxy, phenoxy, nitryl, C1-C3 halogenated alkyl, C1-C3 halogenated alkoxy, phenyl or methoxycarbonyl. The compound is a novel compound with bactericidal activity and has a certain inhibiting effect on cucumber botrytis cinerea, sclerotinia sclerotiorum, fusarium graminearum and physalosporapiricola.

Synthesis, crystal structure, fungicidal activity, molecular docking, and density functional theory study of 2-chloro-N-(p-tolylcarbamoyl)nicotinamide

A new nicotine acylurea, 2-chloro-N-(p-tolylcarbamoyl)nicotinamide (4) was synthesized and its structure was confirmed by proton nuclear magnetic resonance, high resolution mass spectrometry analyses, and X-ray diffraction. The preliminary activity results demonstrated that the compound 4 exhibits moderate inhibitory activity against Sclerotinia sclerotiorum and Physalospora piricola. Further, docking results indicated that the key active group is amide group and pyridine moiety. The density functional theory calculation results showed that direct of electron transfer is from benzene ring to pyridine ring. The energy gap between the highest occupied molecular orbital and lowest unoccupied molecular orbital was calculated.

Nitrile Hydration Reaction Using Copper Iodide/Cesium Carbonate/DBU in Nitromethane-Water

The catalytic nitrile hydration (amide formation) in a copper iodide/cesium carbonate/1,8-diazabicyclo[5.4.0]undec-7-ene/nitromethane-water system is described. The protocol is robust and reliable; it can be applied to a broad range of substrates with high chemoselectivity.

A synthesis method of midanping

The invention discloses a method for synthesizing mirtazapine. According to the method, 2-halogenated nicotinonitrile is used as an initial compound, and 2-chloronicotinamide, 2-(4-methyl-2phenyl-1-piperazinyl)nicotinamide, 2-(4-methyl-2phenyl-1-piperazinyl)nicotinic acid, 1-(3-hydroxymethylpyridyl-2-)-4-methyl-2-phenylpiperazine and other intermediate products are sequentially synthesized to prepare the mirtazapine. Against the defects in a current mirtazapine synthesizing method, the process is improved, a new synthesizing route is designed, and a preparation method which is economical and is easy for practical operation is provided to mirtazapine synthesis. The method is suitable for large-scale industrial production.

3H-1,2,4-Dithiazol-3-one compounds as novel potential affordable antitubercular agents

Small molecules with oxathiazol-2-one moiety were recently reported as potent inhibitors of Mycobacterium bovis var. bacilli Calmette-Guérin (BCG), among which HT1171 was the most potent and selective proteasome inhibitor. Herein we synthesized a series of novel compounds by bioisosteric replacement of the oxathiazol-2-one ring with 3H-1,2,4-dithiazol-3-one, and also fifteen 1,3,4-oxathiazol-2-one molecules in order for potency comparison and structure-activity relationship elucidation since their antibacterial effects on the virulent strains were not evaluated before. All the compounds were assessed for antitubercular activities on the virulent H37Rv strain by a serial dilution method. Among the tested compounds, 3H-1,2,4-dithiazol-3-one compound 4n was found to be the most active with a lowest MIC90 value of 1 μg/mL. Furthermore, the cytotoxicities of all the compounds against normal human liver cell line L02 were determined by an MTT method. Compound 4n displayed a lower inhibitory ratio than HT1171 at the concentration of 100 μM, indicating its better safety profile.