6-Chloro-1H-indazol-3-ol

Base Information

• Chemical Name: 6-Chloro-1H-indazol-3-ol
• CAS No.: 7364-29-6
• Molecular Formula: C7H5ClN2O
• Molecular Weight: 168.58
• Hs Code.: 2933990090
• ChEMBL ID: CHEMBL4224785
• DSSTox Substance ID: DTXSID40570212
• Pharos Ligand ID: PG19XVD2U3UB
• Wikidata: Q82457591
• Mol file: 7364-29-6.mol

Synonyms:6-Chloro-1H-indazol-3-ol;7364-29-6;6-CHLORO-1H-INDAZOL-3(2H)-ONE;6-chloro-1,2-dihydroindazol-3-one;6-chloro-1,2-dihydro-3H-indazol-3-one;CHEMBL4224785;6-chloro-2,3-dihydro-1H-indazol-3-one;6-CHLORO-3-HYDROXY (1H)INDAZOLE;3H-Indazol-3-one, 6-chloro-1,2-dihydro-;SCHEMBL612900;SCHEMBL5819402;DTXSID40570212;HYUKOSIGBXAOSL-UHFFFAOYSA-N;BDBM50460192;MFCD07781579;AKOS005744897;AKOS006343752;AB60847;s10302;A837884

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

Chemical Property:

• Vapor Pressure: 6.1E-07mmHg at 25°C
• Refractive Index: 1.759
• Boiling Point: 399.1 °C at 760 mmHg
• Flash Point: 195.2 °C
• PSA: 48.91000
• Density: 1.598 g/cm³
• LogP: 1.92190
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 168.0090405
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

97% ^*data from raw suppliers

6-Chloro-3-hydroxy-(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)NNC2=O

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

There total 6 articles about 6-Chloro-1H-indazol-3-ol 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: 82.0%

2-Amino-4-chlorobenzoic acid (89-77-0) → 6-chloro-1H-indazol-3-ol (7364-29-6)

Guidance literature:

2-Amino-4-chlorobenzoic acid; With hydrogenchloride; sodium nitrite; at 0 ℃; for 0.5h;

With sodium sulfite; at 20 ℃; for 2h;

With hydrogenchloride; at 20 - 80 ℃;

DOI:10.1021/jm030638w

Reference yield:

4-Chloro-2-hydrazino-benzoic acid (299166-41-9) → 6-chloro-1H-indazol-3-ol (7364-29-6)

Guidance literature:

With hydrogenchloride; In water; at 80 ℃;

DOI:10.1016/j.bmcl.2007.08.041

Reference yield:

2-Amino-4-chlorobenzoic acid (89-77-0) → 6-Chlorindazolin-3-on (7364-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) aq. HCl, NaNO₂, 2.) Na₂SO₃ / 1.) <10 deg C, 30 min, 2.) H₂O, RT, 2 h

2: conc. HCl / a) RT, overnight, b) 80 deg C, 6 h

With hydrogenchloride; sodium sulfite; sodium nitrite;

DOI:10.1021/jm00372a011

upstream raw materials:

4-Chloro-2-hydrazino-benzoic acid; hydrochloride

2-Amino-4-chlorobenzoic acid

4-Chloro-2-hydrazino-benzoic acid

Downstream raw materials:

6-Chloro-3-oxo-2,3-dihydro-indazole-1-carboxylic acid ethyl ester