1H-Indazole-3-Carbaldehyde

Base Information

• Chemical Name: 1H-Indazole-3-Carbaldehyde
• CAS No.: 5235-10-9
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.148
• Hs Code.: 2933990090
• European Community (EC) Number: 684-466-6,810-865-3
• DSSTox Substance ID: DTXSID40966732
• Metabolomics Workbench ID: 116231
• Nikkaji Number: J304.627C
• Wikidata: Q72482782
• Mol file: 5235-10-9.mol

Synonyms:1H-Indazole-3-Carbaldehyde;5235-10-9;1H-Indazole-3-carboxaldehyde;2H-Indazole-3-carboxaldehyde;2H-indazole-3-carbaldehyde;3-Indazolecarbaldehyde;89939-16-2;indazole-3-carbaldehyde;3-FORMYLINDAZOLE;MFCD04972468;1H-Indazole-3-carboxyaldehyde;3-Formyl-1H-indazole;2H-Indazole-3-carboxaldehyde (7CI);SCHEMBL561564;LCZC2731;SCHEMBL3640632;SCHEMBL25320206;INDAZOLE-3-CARBOXALDEHYDE;DTXSID40966732;CHEBI:200146;VXOSGHMXAYBBBB-UHFFFAOYSA-N;BCP29323;1H-Indazole-3-carboxaldehyde, 97%;AKOS006240253;AKOS022634224;AC-8942;CS-W019812;PB29329;PS-4749;AM803998;SY004602;FT-0604100;EN300-66943;F17858;A860976;W-204290;Z1065726010

Chemical Property of 1H-Indazole-3-Carbaldehyde

Chemical Property:

• Vapor Pressure: 0.461mmHg at 25°C
• Melting Point: 131-132 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• Refractive Index: 1.747
• Boiling Point: 193.6 °C at 760 mmHg
• PKA: 12.04±0.40(Predicted)
• Flash Point: 71.5 °C
• PSA: 45.75000
• Density: 1.368 g/cm³
• LogP: 1.37540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

1H-Indazole-3-carbaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(NN=C2C=C1)C=O

Technology Process of 1H-Indazole-3-Carbaldehyde

There total 9 articles about 1H-Indazole-3-Carbaldehyde 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: 99.0%

indole (120-72-9) → 1H-indazole-3-carboxaldehyde (5235-10-9)

Guidance literature:

With hydrogenchloride; water; sodium nitrite; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c8ra01546e

Reference yield: 89.0%

indole (120-72-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1H-indazole-3-carboxaldehyde (5235-10-9)

Guidance literature:

N,N-dimethyl-formamide; With hydrogenchloride; NaNO₂; In water monomer; at 0 ℃; for 0.166667h;

indole; In water monomer; at 0 - 20 ℃; for 5h;

DOI:10.3762/bjoc.17.127

Reference yield: 76.0%

3-(hydroxymethyl)-1H-indazole (64132-13-4) → 1H-indazole-3-carboxaldehyde (5235-10-9)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 16h;

upstream raw materials:

1H-indazole-3-carboxylic acid methoxy(methyl)amide

tert-butyl 3-{[methoxy(methyl)amino]carbonyl}-1H-indazole-1-carboxylate

1H-Indazole-3-carboxylic acid

3-(hydroxymethyl)-1H-indazole

Downstream raw materials:

tert-butyl 3-formyl-1H-indazole-1-carboxylate

3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-vinyl)-indazole-1-carboxylic acid tert-butyl ester

tert-butyl (Z)-4-({2-[(1H-indazol-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)-3-(S)-methylpiperazine-1-carboxylate

tert-butyl (Z)-4-({2-[(1H-indazol-3-yl)methylene]-3-oxo-6-phenethoxy-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate