2-Chloro-3-hydrazinylpyridine

Base Information

• Chemical Name: 2-Chloro-3-hydrazinylpyridine
• CAS No.: 117087-45-3
• Molecular Formula: C5H6ClN3
• Molecular Weight: 143.576
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20554818
• Wikidata: Q72451703
• Mol file: 117087-45-3.mol

Synonyms:2-chloro-3-hydrazinylpyridine;117087-45-3;(2-chloropyridin-3-yl)hydrazine;2-chloro-3-hydrazinopyridine;(2-Chloro-pyridin-3-yl)-hydrazine;Pyridine, 2-chloro-3-hydrazino- (9CI);MFCD07786314;1-(2-Chloropyridine-3-yl)hydrazine hydrochloride;2-CHLORO-3-HYDRAZINO-PYRIDINE;SCHEMBL1735748;DTXSID20554818;CGXFQSGTPZMDSK-UHFFFAOYSA-N;(2-chloropyridin-3-yl)-hydrazine;Pyridine, 2-chloro-3-hydrazinyl-;AKOS000112996;Pyridine,2-chloro-3-hydrazino-(9ci);FS-6541;SB54069;SY138833;CS-0108611;D76828;EN300-102824;A1-00116

Chemical Property of 2-Chloro-3-hydrazinylpyridine

Chemical Property:

• Boiling Point: 295.318 °C at 760 mmHg
• PKA: 3.71±0.10(Predicted)
• Flash Point: 132.404 °C
• PSA: 50.94000
• Density: 1.418 g/cm³
• LogP: 1.79390
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 143.0250249
• Heavy Atom Count: 9
• Complexity: 88.3

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloro-3-hydrazinylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)Cl)NN

Technology Process of 2-Chloro-3-hydrazinylpyridine

There total 8 articles about 2-Chloro-3-hydrazinylpyridine 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: 88.0%

2-chloro-3-aminopyridine (6298-19-7) → (2-chloropyridin-3-yl)hydrazine (117087-45-3)

Guidance literature:

2-chloro-3-aminopyridine; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 1h;

With hydrogenchloride; tin(II) chloride dihdyrate; In water; at 0 ℃; for 1h;

DOI:10.1002/ejoc.201300167

Reference yield: 64.0%

2-chloro-3-cyclohexylidenehydrazinopyridine → (2-chloropyridin-3-yl)hydrazine (117087-45-3)

Guidance literature:

With hydrogenchloride; at 40 ℃; for 1h;

DOI:10.3987/COM-93-S18

Reference yield:

[(E)-2-Chloro-pyridin-3-ylimino]-acetic acid ethyl ester; hydrochloride → (2-chloropyridin-3-yl)hydrazine (117087-45-3)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / 5percent Pt/C / toluene; ethanol / 2585.81 Torr

2: conc. aq. HCl / 100 °C

3: 58 percent / aq. sodium nitrite / 2 h / -7 °C

4: 72 percent / acetic anhydride / 100 °C

5: conc. aq. HCl / 25 °C

With hydrogenchloride; hydrogen; acetic anhydride; sodium nitrite; 5percent Pt/C; In ethanol; toluene;

DOI:10.1021/jm0202775

upstream raw materials:

2-chloro-3-aminopyridine

2-chloro-3-pyridylsydnone

N-nitroso-N-(2-chloro-3-pyridyl)glycine

N-(2-chloro-3-pyridinyl)acetamide

Refernces

• 1、 Koren, Bozidar,Stanovnik, Branko,Tisler, Miha. "Transformations of 1-(2-Chloropyridyl-3)-4-ethoxycarbonyl- and 1-(2-Chloropyridyl-3)-4-ethoxycarbonylmethyl Thiosemicarbazides. Attempts to Prepare Pyrido-1,2,4-thiadiazine". . p. 333 - 340. Retrieved 1988.
• 2、 Thomae, David,Jeanty, Matthieu,Coste, Jerome,Guillaumet, Gerald,Suzenet, Franck. "Extending the scope of the aza-Fischer synthesis of 4- and 6-azaindoles". . p. 3328 - 3336. Retrieved 2013/07/05.