6-Chloro-1H-indazol-3-amine

Base Information

• Chemical Name: 6-Chloro-1H-indazol-3-amine
• CAS No.: 16889-21-7
• Molecular Formula: C7H6 Cl N3
• Molecular Weight: 167.598
• Hs Code.: 2933990090
• European Community (EC) Number: 240-925-9
• DSSTox Substance ID: DTXSID20168616
• Nikkaji Number: J236.890K
• Wikidata: Q83038230
• Mol file: 16889-21-7.mol

Synonyms:6-Chloro-1H-indazol-3-amine;16889-21-7;3-Amino-6-chloro-1H-indazole;2H-Indazol-3-amine, 6-chloro;41449-95-0;1H-Indazol-3-amine, 6-chloro-;6-chloro-1H-indazol-3-ylamine;EINECS 240-925-9;MFCD00047207;3-AMINO-6-CHLOROINDAZOLE;2h-indazol-3-amine,6-chloro-;3-amino-6-chlorindazol;3-amino-6-chloro-indazole;2H-Indazol-3-amine,6-chloro;6-chloro-2H-indazol-3-amine;6-chloro-1H-indazole-3-amine;SCHEMBL4502873;6-Chloro-2H-indazol-3-ylamine;DTXSID20168616;3-AMINO-6-CHLORO INDAZOLE;AKOS006275375;GA-7014;SB16313;SY007053;AM20030130;CS-0155742;FT-0704920;C-4160;AE-413/25046003;W-205986;Z1198148802

Chemical Property of 6-Chloro-1H-indazol-3-amine

Chemical Property:

• Vapor Pressure: 6.86E-07mmHg at 25°C
• Boiling Point: 408.7°Cat760mmHg
• PKA: 13.72±0.40(Predicted)
• Flash Point: 201°C
• PSA: 54.70000
• Density: 1.533g/cm³
• LogP: 2.37970
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 167.0250249
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

98%min ^*data from raw suppliers

3-Amino-6-chloro-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NN=C2N

Technology Process of 6-Chloro-1H-indazol-3-amine

There total 7 articles about 6-Chloro-1H-indazol-3-amine 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: 93.0%

4-chloro-2-fluorobenzonitrile (57381-51-8) → 3-amino-6-chloro-1H-indazole (16889-21-7)

Guidance literature:

With hydrazine hydrate; In ethanol;

DOI:10.1016/j.bmcl.2010.01.114

Reference yield: 42.0%

2-bromo-4-chloro-benzonitrile (57381-49-4) → 3-amino-6-chloro-1H-indazole (16889-21-7) + 2-bromo-4-hydrazinylbenzonitrile (263845-82-5)

Guidance literature:

With hydrazine hydrate; In ethanol; at 80 ℃; for 8h;

DOI:10.1002/(sici)1521-3897(200002)342:2<201::aid-prac201>3.3.co;2-c

Reference yield: 21.0%

2,4-dichlorobenzylnitrile (6574-98-7) → 3-amino-6-chloro-1H-indazole (16889-21-7) + 2-chloro-4-hydrazinylbenzonitrile (263845-81-4)

Guidance literature:

With hydrazine hydrate; In 1-methyl-pyrrolidin-2-one; at 130 ℃; for 4.5h;

DOI:10.1002/(sici)1521-3897(200002)342:2<201::aid-prac201>3.3.co;2-c

upstream raw materials:

2-bromo-4-chloro-benzonitrile

2,4-dichlorobenzylnitrile

2-bromo-4-chlorobenzamide

4-chloro-2-fluorobenzonitrile

Downstream raw materials:

3-amino-6-chloro-indazole-2-carboxylic acid methyl ester

3-amino-N-(4-butoxyphenyl)-6-chloro-1H-indazole-1-carboxamide

3-amino-N-(4-benzylphenyl)-6-chloro-1H-indazole-1-carboxamide

N-[6-chloro-1H-indazol-3-yl]benzenamide

Refernces

• 1、 Sczewski, Franciszek,Kornicka, Anita,Hudson, Alan L.,Laird, Shayna,Scheinin, Mika,Laurila, Jonne M.,Rybczyńska, Apolonia,Boblewski, Konrad,Lehmann, Artur,Gdaniec, Maria. "3-[(Imidazolidin-2-yl)imino]indazole ligands with selectivity for the α2-adrenoceptor compared to the imidazoline I1 receptor". scheme or table. p. 321 - 329. Retrieved 2011/02/26.
• 2、 Voss,Eichner. "Simplified Synthesis of the Precursor for the Azo Dye Chlorindazone DS". . p. 201 - 204. Retrieved 2007/10/03.