5-Chloro-1H-indazole

Base Information

• Chemical Name: 5-Chloro-1H-indazole
• CAS No.: 698-26-0
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 2933998090
• European Community (EC) Number: 211-812-1
• NSC Number: 78434
• DSSTox Substance ID: DTXSID70220091
• Nikkaji Number: J41.009H
• Wikidata: Q72452183
• ChEMBL ID: CHEMBL246746
• Mol file: 698-26-0.mol

Synonyms:5-Chloro-1H-indazole;698-26-0;1H-Indazole, 5-chloro-;5-Chloroindazole;5-CHLORO INDAZOLE;EINECS 211-812-1;NSC 78434;BRN 0003260;CHEMBL246746;MFCD00022785;5-23-06-00175 (Beilstein Handbook Reference);5-CHLORO (1H)INDAZOLE;NSC78434;5-chloro-2H-indazole;D0T9ZQ;5-CHLORO(1H)INDAZOLE;SCHEMBL3540025;SCHEMBL16523221;DTXSID70220091;5-Chloro-1H-indazole, AldrichCPR;BCP00023;BBL101056;BDBM50209242;NSC-78434;STL554850;AKOS005256008;MFCD000022785;CS-W019896;DE-0701;PB25912;AC-23843;LS-81476;SY030908;A9234;AM20041035;FT-0648243;EN300-344974;A847414;J-517246

Chemical Property of 5-Chloro-1H-indazole

Chemical Property:

• Vapor Pressure: 0.00116mmHg at 25°C
• Melting Point: 119-120 °C(Solv: water (7732-18-5))
• Refractive Index: 1.703
• Boiling Point: 309.5 °C at 760 mmHg
• PKA: 12.81±0.40(Predicted)
• Flash Point: 169.9 °C
• PSA: 28.68000
• Density: 1.425 g/cm³
• LogP: 2.21630
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.0141259
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C=NN2

Technology Process of 5-Chloro-1H-indazole

There total 13 articles about 5-Chloro-1H-indazole 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: 98.0%

C7H6ClN2(1+)*BF4(1-) → 5-chloro-1H-indazole (698-26-0)

Guidance literature:

With potassium acetate; 18-crown-6 ether; In chloroform; for 1h;

Reference yield: 98.0%

tert-butyl (4-chloro-2-methylphenyl)azo sulfide (41475-06-3) → 5-chloro-1H-indazole (698-26-0)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87030-7

Reference yield: 92.0%

5-chloro-1-(phenylsulfonyl)-1H-indazole → 5-chloro-1H-indazole (698-26-0)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; Cu(dq)((rac)-2,2′-bis(diphenylphosphino)-1,1′-binaphthalene)BF₄; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.0c00983

upstream raw materials:

1-Acetyl-5-chlorindazol

N-(4-chloro-2-methylphenyl)benzamide

acetic acid

tert-butyl (4-chloro-2-methylphenyl)azo sulfide

Downstream raw materials:

5-chloro-2-(4-methoxyphenyl)-2H-indazole

Refernces

• 1、 Hunter, Cameron J.,Boyd, Michael J.,May, Gregory D.,Fimognari, Robert. "Visible-Light-Mediated N-Desulfonylation of N-Heterocycles Using a Heteroleptic Copper(I) Complex as a Photocatalyst". . p. 8732 - 8739. Retrieved 2020/07/16.
• 2、 -. "Indazole compounds, pharmaceutical compositions, and methods for mediating or inhibiting cell proliferation". . . Retrieved 2008/06/13.