5-Hydrazinylquinoline

Base Information

• Chemical Name: 5-Hydrazinylquinoline
• CAS No.: 15793-79-0
• Molecular Formula: C9H9N3
• Molecular Weight: 159.19
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30409461
• Nikkaji Number: J1.501.820H
• Wikidata: Q82215284
• Mol file: 15793-79-0.mol

Synonyms:5-hydrazinylquinoline;15793-79-0;5-hydrazinoquinoline;quinolin-5-ylhydrazine;Quinoline, 5-hydrazinyl-;Quinoline, 5-hydrazino-;1-(quinolin-5-yl)hydrazine;5-quinolylhydrazine;quinolin-5-yl-hydrazine;SCHEMBL2478157;DTXSID30409461;YZKWEHGEHPCODG-UHFFFAOYSA-N;AKOS000158667;SB67930;NCGC00339615-01;BB 0259652;CS-0270710;FT-0696591;EN300-40397;AB01332817-02;A850775

Chemical Property of 5-Hydrazinylquinoline

Chemical Property:

• Melting Point: 163 °C(Solv: benzene (71-43-2))
• Boiling Point: 381.4±15.0 °C(Predicted)
• PKA: 5.48±0.12(Predicted)
• PSA: 50.94000
• Density: 1.290±0.06 g/cm3(Predicted)
• LogP: 2.29370
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 159.079647300
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

5-hydrazinylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC=N2)C(=C1)NN

Technology Process of 5-Hydrazinylquinoline

There total 5 articles about 5-Hydrazinylquinoline 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: 54.0%

5-Aminoquinoline (611-34-7,146614-41-7) → quinolin-5-yl-hydrazine (15793-79-0)

Guidance literature:

5-Aminoquinoline; With hydrogenchloride; In water; at 0 ℃; for 0.166667h;

With sodium nitrite; In water; at 0 ℃; for 1.17h;

With ascorbic acid; In water; at 0 - 80 ℃; for 1.25h;

Reference yield:

5-Aminoquinoline (611-34-7,146614-41-7) + ascorbic acid (50-81-7,98966-42-8) → quinolin-5-yl-hydrazine (15793-79-0)

Guidance literature:

5-Aminoquinoline; With hydrogenchloride; at 0 ℃; for 0.166667h;

With sodium nitrite; In water; at 0 ℃; for 1.16667h;

ascorbic acid; In water; at 20 - 80 ℃; for 1.33333h;

Reference yield:

5-nitroquinoline (607-34-1) → quinolin-5-yl-hydrazine (15793-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) stannous chloride dihydrate, 2.) sodium borohydride / 1.) ethanol, 60 deg C, 1 h, 2.) ethanol, 60 deg C, 30 min

2: 1.) sodium nitrite, conc. HCl, 2.) stannous chloride dihydrate, conc. HCl, 3.) H₂S

With hydrogenchloride; sodium tetrahydroborate; hydrogen sulfide; tin(ll) chloride; sodium nitrite;

DOI:10.1021/jm00158a022

upstream raw materials:

5-Aminoquinoline

5-nitroquinoline

quinoline

ascorbic acid

Downstream raw materials:

4-tert-butyl-N-(3-(1,1-difluoroethyl)-1-(quinolin-5-yl)-1H-pyrazol-5-yl)benzenesulfonamide

4-tert-butyl-N-(1-(quinolin-5-yl)-1H-pyrazol-5-yl)benzenesulfonamide

3-fluoro-N-(3-methyl-1-(quinolin-5-yl)-1H-pyrazol-5-yl)-4-morpholinobenzenesulfonamide

4-bromo-3-fluoro-N-(3-methyl-1-(quinolin-5-yl)-1H-pyrazol-5-yl)benzenesulfonamide

Refernces

• 1、 -. "AZA-ARYL 1H-PYRAZOL-1-YL BENZENE SULFONAMIDES". Paragraph 0133; 0134. . Retrieved 2018/02/28.
• 2、 -. "PYRAZOLE DERIVATIVES AS MALT1 INHIBITORS". Paragraph 1149; 1150. . Retrieved 2018/07/05.