5,6-dimethoxy-1H-indazole

Base Information

• Chemical Name: 5,6-dimethoxy-1H-indazole
• CAS No.: 7746-30-7
• Molecular Formula: C₉H₁₀N₂O₂
• Molecular Weight: 178.191
• Hs Code.: 2933990090
• European Community (EC) Number: 895-774-7
• DSSTox Substance ID: DTXSID30600476
• Wikidata: Q72467984
• Mol file: 7746-30-7.mol

Synonyms:5,6-dimethoxy-1H-indazole;7746-30-7;1H-Indazole, 5,6-dimethoxy-;5,6-Dimethoxy(1H)indazole;5,6-dimethoxyindazole;SCHEMBL3560175;AMY9703;DTXSID30600476;HGEDPIMZZWIYDG-UHFFFAOYSA-N;MFCD07371563;AKOS006285072;AB32609;AS-49432;DB-075327;A9803;CS-0150561;I10216;EN300-8083760;A839106;Z1198172359

Chemical Property of 5,6-dimethoxy-1H-indazole

Chemical Property:

• Boiling Point: 332.3 °C at 760 mmHg
• Flash Point: 121.6 °C
• PSA: 47.14000
• Density: 1.245 g/cm³
• LogP: 1.58010
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 178.074227566
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

97% ^*data from raw suppliers

5,6-Dimethoxy-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C=NN2)OC

Technology Process of 5,6-dimethoxy-1H-indazole

There total 4 articles about 5,6-dimethoxy-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: 99.0%

2-bromo-4,5-dimethoxybenzaldehyde (5392-10-9) → 5,6-dimethoxy-1H-indazole (7746-30-7)

Guidance literature:

With 1,4-dioxane; hydrazine; at 80 ℃; Cooling with ice;

DOI:10.1039/c5tb01150g

Reference yield: 64.0%

(E)-2-(2-bromo-4,5-dimethoxybenzylidene)hydrazine-1-carboximidamide hydrochloride → 5,6-dimethoxy-1H-indazole (7746-30-7)

Guidance literature:

With copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine; In N,N-dimethyl-formamide; at 120 ℃; for 5h; Sealed tube;

DOI:10.1016/j.tet.2021.132192

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → 5,6-dimethoxy-1H-indazole (7746-30-7)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / chloroform / 60 °C / Cooling with ice; Reflux

2: 1,4-dioxane; hydrazine / 80 °C / Cooling with ice

With 1,4-dioxane; bromine; hydrazine; In chloroform;

DOI:10.1039/c5tb01150g

upstream raw materials:

2-bromo-4,5-dimethoxybenzaldehyde

3,4-dimethoxy-benzaldehyde

Downstream raw materials:

5,6-dihydroxy-1H-indazole

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