22841-92-5

Basic information

• Product Name: (3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE
• Synonyms: (3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE;3-CHLORO-2-HYDRAZINOPYRIDINE;3-Chloro-2-hydrazinopyridine 98%;3-Chloro-2-hydrazinylpyridine;3-chloro-2-hydrazylpyridine;2-(3-chloropyridin-2-yl)hydrazine
• CAS NO: 22841-92-5
• Molecular Formula: C₅H₆ClN₃
• Molecular Weight: 143.57
• Product Categories: blocks;Pyridines;pharmacetical;Heterocycle-Pyridine series;amine|alkyl chloride
• Mol File: 22841-92-5.mol
• Article Data: 56

Chemical Properties

• Melting Point: 165-167°
• Boiling Point: 276.7 °C at 760 mmHg
• Flash Point: 121.1 °C
• Appearance: /
• Density: 1.418 g/cm³
• Vapor Pressure: 0.00474mmHg at 25°C
• Refractive Index: 1.668
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 8.65±0.70(Predicted)
• CAS DataBase Reference: (3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE(22841-92-5)
• EPA Substance Registry System: (3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE(22841-92-5)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45
• HazardClass: IRRITANT
• Hazardous Substances Data: 22841-92-5(Hazardous Substances Data)

Usage

General Description

(3-Chloro-pyridin-2-yl)-hydrazine is a chemical compound with the molecular formula C5H5ClN4. It is a hydrazine derivative with a chloropyridine group attached to the hydrazine moiety. (3-CHLORO-PYRIDIN-2-YL)-HYDRAZINE has potential applications in the field of medicinal chemistry and pharmaceuticals due to its ability to interact with biological targets and exhibit biological activity. Its unique structure and properties make it a valuable building block for the synthesis of various organic compounds and pharmaceuticals. Studies have shown that (3-Chloro-pyridin-2-yl)-hydrazine has potential as an anti-tuberculosis agent, making it a promising candidate for the development of new drugs to combat tuberculosis. Additionally, it may also have potential applications in the development of agricultural and crop protection products.

InChI:InChI=1/C5H6ClN3/c6-4-2-1-3-8-5(4)9-7/h1-3H,7H2,(H,8,9)

Upstream product

• 6515-09-9 2,3,6-trichloropyridine 
• 462-08-8 pyridin-3-ylamine 
• 2402-77-9 2,3-dichloro-pyridine 
• 79785-97-0 hydrazine hydrate 
• 54231-32-2 3-chloro-2-nitropyridine 

Downstream Products

• 500011-88-1 2-(3-chloro-pyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylic acid ethyl ester 
• 1247712-54-4 3-[(benzyloxy)methyl]-1-(3-chloropyridin-2-yl)-5-(trichloromethyl)-4,5-dihydro-1H-pyrazol-5-ol 
• 1438853-51-0 C₁₉H₁₇BrClN₅OS 
• 1438853-52-1 C₂₀H₁₉BrClN₅OS 
• 1352547-90-0 C₂₁H₁₇Cl₂F₃N₆O₃S 
• 1352547-91-1 C₂₃H₂₁Cl₂F₃N₆O₃S 
• 1352547-92-2 C₂₃H₂₁Cl₂F₃N₆O₃S 
• 1352547-93-3 C₂₃H₁₉Cl₂F₃N₆O₃S 
• 1352547-94-4 C₂₄H₂₃Cl₂F₃N₆O₃S 
• 1352547-95-5 C₂₃H₂₁BrClF₃N₆O₃S 
• 1352547-96-6 C₂₃H₁₉BrClF₃N₆O₃S 
• 1233882-12-6 3-bromo-N-(4-chloro-2-methyl-6-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1338718-18-5 C₁₉H₁₃Br₂ClN₆O₂ 
• 1438853-54-3 C₂₁H₁₅BrClF₃N₆O₃ 

Relevant articles and documents

Synthesis, antifungal and insecticidal activity of novel [1,2,4]triazolo[4,3-a]pyridine derivatives containing a sulfide substructure

A series of [1,2,4]triazolo[4,3-a]pyridine derivatives bearing a sulfide substructure was designed, synthesized and characterized via 1H·NMR, 13C·NMR, IR and elemental analyses. Bioassay Results indicated some of the derivatives displayed good fungicidal activity on Rhizoctonia cerealis, moderated insecticidal activity against Plutella xylostella and good insecticidal activity on Helicoverpa armigera. The inhibitory effects of compounds 4g and 4u against Rhizotonia cerealis were 70.9% at 50 μg mL-1; the IC50 values of compounds 4d and 4s against Plutella xylostella were 43.87 and 50.75 μg mL-1, respectively. And the IC50 values of compounds 4d, 4q, and 4s on Helicoverpa armigera were 58.3, 77.14 and 65.31 μg mL-1, respectively, which were better than that of commercial chlorpyrifos (103.77 μg mL-1).

Synthesis and insecticidal activity of anthranilic diamides with hydrazone substructure

A series of anthranilic diamides with a hydrazone substructure was synthesised and characterised using 1H NMR, 13C NMR, IR and elemental analyses. The in vitro insecticidal activity of all the compounds was tested against Plutella xylostella. The results showed the synthesised compounds to possess good insecticidal activity. The LC50 values of compounds VIIg, VIIl, VIIm, VIIn exhibited excellent insecticidal activities, with the LC50 affording 7.92 mg L-1, 12.01 mg L-1, 0.62 mg L-1 and 10.71 mg L-1, respectively. These may prove to be useful as potential insecticidal agents.

Microwave-assisted synthesis of novel 8-chloro-[1,2,4]triazolo[4,3-a]pyridine derivatives

A series of novel 1,2,4-triazolo[4,3- a]pyridine derivatives were synthesized from 2,3-dichloropyridine and hydrazine hydrate as starting materials by multistep reactions under microwave assistance, and their structures were characterized by 1H

Synthesis and biological activity of novel sulfone derivatives containing a [1,2,4]triazolo[4,3-a]pyridine moiety

A series of novel sulfone derivatives containing a [1,2,4]triazolo[4,3-a]pyridine moiety was synthesized and characterized via 1H NMR, 13C NMR, IR, and elemental analyses. Bioassay results indicated some of the derivatives displayed good antifungal activities and insecticidal activity. The inhibition rates of 8-chloro-3-((2,6-difluorobenzyl)sulfonyl)-[1,2,4]triazolo[4,3-a]pyridine against Rhizotonia erealis and Helminthosporium maydis were 78.6% and 76.4% activities at 50?μg mL?1, respectively. And compound 8-chloro-3-(((6-chloropyridin-3-yl)methyl)sulfonyl)-[1,2,4]triazolo[4,3-a]pyridine showed >95% mortality at 500?μg mL?1 and >65% mortality at 200?μg mL?1 against Plutella xylostella, respectively. As well as 8-chloro-3-(((6-chloropyridin-3-yl)methyl)sulfonyl)-[1,2,4]triazolo[4,3-a]pyridine displayed >90% mortality at 500?μg mL?1 against Helicoverpa armigera. A preliminary structure activity relationship (SAR) is discussed.

Synthesis method of 3-chloro-2-hydrazinopyridine

The invention relates to a synthesis method of 3-chloro-2-hydrazinopyridine. The method comprises the following steps: carrying out sulfonation reaction on 3-chloropyridine serving as a raw material, and reacting the obtained intermediate with hydrazine hydrate to obtain the 3-chloro-2-hydrazinopyridine. The route is simple, the average yield of the product is not lower than 80%, and the purity of the product is 99.50% or above; reaction conditions are mild, operation is safe and simple, equipment requirements are not high, and the method is suitable for industrial production; and raw materials and auxiliary materials are conventional compounds, used solvents can be recycled, the catalyst is single, industrial three wastes are few, and the method is environment-friendly.

Preparation method of chlorantraniliprole

The invention relates to the field of insecticide synthesis, and discloses a preparation method of chlorantraniliprole. The preparation method comprises the following steps: synthesis of an intermediate I, synthesis of an intermediate II and synthesis of chlorantraniliprole. The method comprises the following steps: reacting 2, 3, 6-trichloropyridine serving as a raw material with hydrazine hydrate under the action of a catalyst A to obtain 3, 6-dichloro-2-hydrazinopyridine, carrying out hydrogenation reduction reaction under the action of a catalyst B to obtain an intermediate I, reacting theintermediate I with diethyl maleate, and preparing the 2-(3-chloropyridine-2-yl)-5-hydroxypyrazole-3-ethyl formate under the action of a catalyst C, and hydrolyzing after bromination to obtain an intermediate II, and preparing chlorantraniliprole from the intermediate II. According to the invention, 2, 3, 6-trichloropyridine is adopted to replace 2, 3-dichloropyridine as a raw material to preparethe intermediate I, so that the defects of difficulty in obtaining the 2, 3-dichloropyridine raw material, harsh synthesis conditions, low yield and the like are avoided, the total reaction yield ofthe intermediate I is improved, the intermediate II is prepared by a one-pot method, the post-treatment operation is reduced, and the synthesis cost of chlorantraniliprole is reduced.