3-Chloro-1H-indazole

Base Information

• Chemical Name: 3-Chloro-1H-indazole
• CAS No.: 29110-74-5
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 29339980
• European Community (EC) Number: 249-444-9
• NSC Number: 44503,42179
• UNII: UYV55A79UH
• DSSTox Substance ID: DTXSID60183363
• Nikkaji Number: J1.724.124I,J250.768D
• Wikidata: Q83054125
• ChEMBL ID: CHEMBL596385
• Mol file: 29110-74-5.mol

Synonyms:3-Chloro-1H-indazole;29110-74-5;3-chloro-2H-indazole;1H-Indazole, 3-chloro-;3-Chloroindazole;457891-36-0;UYV55A79UH;CHEMBL596385;EINECS 249-444-9;MFCD00067527;NSC-42179;NSC-44503;NSC42179;1H-Indazole,3-chloro-;3-Chloroindazole, 97%;UNII-UYV55A79UH;SCHEMBL844487;DTXSID60183363;AMY10347;NSC44503;BDBM50304147;GEO-00691;NSC 42179;NSC 44503;STL134669;AKOS005744919;AKOS024124975;AB02730;CS-W021892;DS-0475;FS-2830;BP-21251;NCI60_003959;BB 0218332;FT-0615296;FT-0615487;EN300-103644;H11368;A819767;AC-907/25014153;W-200283;Z1695729006

Chemical Property of 3-Chloro-1H-indazole

Chemical Property:

• Appearance/Colour: almost white to light beige fluffy powder
• Vapor Pressure: 3.03mmHg at 25°C
• Melting Point: 149 °C (subl.)(lit.)
• Refractive Index: 1.703
• Boiling Point: 155.4 °C at 760 mmHg
• PKA: 11.93±0.40(Predicted)
• Flash Point: 59.4 °C
• PSA: 28.68000
• Density: 1.425 g/cm³
• LogP: 2.21630
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.5
• 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:

98%,99%, ^*data from raw suppliers

3-Chloro-1H-indazole 95.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(NN=C2C=C1)Cl
• Uses: 3-Chloroindazole was used in the preparation of 3-chloro-1-(4′-methylphenyl)-indazole.

Technology Process of 3-Chloro-1H-indazole

There total 16 articles about 3-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: 69.0%

benzimidazole (271-44-3) → 3-chloroindazole (29110-74-5)

Guidance literature:

With ammonium persulfate; N-chloro-succinimide; oxygen; methylene green; In acetonitrile; at 20 ℃; for 24h; Reagent/catalyst; regioselective reaction; Irradiation;

DOI:10.1016/j.tet.2019.130498

Reference yield: 60.0%

1-benzyl-3-chloro-1H-indazole → 3-chloroindazole (29110-74-5)

Guidance literature:

With potassium tert-butylate; oxygen; dimethyl sulfoxide; at 0 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(01)02192-X

Reference yield: 44.0%

→ 3-chloroindazole (29110-74-5)

Guidance literature:

upstream raw materials:

benzimidazole

3-Diazo-3H-indazol

hydrogenchloride

1H-indazol-3-ol

Downstream raw materials:

3-chloro-1-(4-fluorobenzyl)-1H-indazole

5-bromo-3-chloro-1H-indazole

Refernces

• 1、 Patel, Pritesh R.,Henderson, Scott H.,Roe, Mark S.,Honey, Mark A.. "Decarboxylative Bromination of Heteroarenes: Initial Mechanistic Insights". supporting information. p. 1603 - 1607. Retrieved 2020/09/09.
• 2、 Maddox, Sean M.,Nalbandian, Christopher J.,Smith, Davis E.,Gustafson, Jeffrey L.. "A practical lewis base catalyzed electrophilic chlorination of arenes and heterocycles". supporting information. p. 1042 - 1045. Retrieved 2015/03/30.