1-Methyl-5-nitro-1H-indazole

Base Information

• Chemical Name: 1-Methyl-5-nitro-1H-indazole
• CAS No.: 5228-49-9
• Molecular Formula: C8H7 N3 O2
• Molecular Weight: 177.162
• Hs Code.: 2933990090
• NSC Number: 131656
• DSSTox Substance ID: DTXSID50299624
• Nikkaji Number: J150.512B
• Wikidata: Q72494992
• ChEMBL ID: CHEMBL167397
• Mol file: 5228-49-9.mol

Synonyms:1-Methyl-5-nitro-1H-indazole;5228-49-9;1-methyl-5-nitroindazole;5-nitro-1-methyl-1H-indazole;1H-Indazole, 1-methyl-5-nitro-;MFCD01318163;NSC131656;1-methyl-5-nitro-indazole;Oprea1_660102;SCHEMBL271762;CHEMBL167397;DTXSID50299624;BCP23477;AKOS005069399;AB08658;NSC 131656;NSC-131656;AM803995;SY006477;1-Methyl-5-nitro-1H-indazole, AldrichCPR;CS-0006070;FT-0608073;A15615;11P-682;A829008;AG-777/36181005;J-504970

Chemical Property of 1-Methyl-5-nitro-1H-indazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 161-162°C
• Boiling Point: 332.9°Cat760mmHg
• PKA: -0.82±0.30(Predicted)
• Flash Point: 155.1°C
• PSA: 63.64000
• Density: 1.42g/cm³
• LogP: 2.00470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

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

1-Methyl-5-nitro-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/22-68
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=C(C=C2)[N+](=O)[O-])C=N1

Technology Process of 1-Methyl-5-nitro-1H-indazole

There total 12 articles about 1-Methyl-5-nitro-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: 83.0%

5-nitroindazole (5401-94-5) + methyl iodide (74-88-4) → 1-methyl-5-nitro-1H-indazole (5228-49-9)

Guidance literature:

5-nitroindazole; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

methyl iodide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h;

Reference yield: 83.0%

1-methyl-5-nitro-1H-indazol-3-ylamine (73105-48-3) → 1-methyl-5-nitro-1H-indazole (5228-49-9)

Guidance literature:

With tert.-butylnitrite; In tetrahydrofuran; for 1h; Reflux;

DOI:10.1016/j.tet.2013.03.042

Reference yield: 59.0%

6-nitroindazole (7597-18-4) + methyl iodide (74-88-4) → 1-methyl-6-nitro-1H-indazole (6850-23-3) + 1-methyl-5-nitro-1H-indazole (5228-49-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.bmc.2013.04.005

upstream raw materials:

dimethyl sulfate

5-nitroindazole

methyl iodide

2-fluoro-5-nitrobenzonitrile

Downstream raw materials:

1-methyl-1H-indazol-5-amine

1-methyl-5-nitro-3-phenyl-1H-indazole

Refernces

• 1、 Poorhaji, Soodabeh,Pordel, Mehdi,Ramezani, Shirin. "New heterocyclic green, blue and orange dyes from indazole: Synthesis, tautomerism, alkylation studies, spectroscopic characterization and DFT/TD-DFT calculations". . p. 151 - 156. Retrieved 2016.
• 2、 -. "A SUBSTITUTED TETRAHYDROISOQUINOLINE DERIVATIVE AS A D1 POSITIVE ALLOSTERIC MODULATOR". Page/Page column 20-21. . Retrieved 2021/01/23.
• 3、 Gambouz, Khadija,Abbouchi, Abdelmoula El,Nassiri, Sarah,Suzenet, Franck,Bousmina, Mostapha,Akssira, Mohamed,Guillaumet, Gérald,El Kazzouli, Sa?d. "Palladium-Catalyzed Oxidative Arylation of 1H-Indazoles with Arenes". supporting information. p. 7435 - 7439. Retrieved 2020/11/30.