1-(4-methoxyphenyl)-1H-[1,2,3]triazole

Base Information

• Chemical Name: 1-(4-methoxyphenyl)-1H-[1,2,3]triazole
• CAS No.: 68535-49-9
• Molecular Formula: C₉H₉N₃O
• Molecular Weight: 175.19
• Mol file: 68535-49-9.mol

Synonyms:1-(4-methoxyphenyl)-1H-[1,2,3]triazole

Chemical Property of 1-(4-methoxyphenyl)-1H-[1,2,3]triazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-methoxyphenyl)-1H-[1,2,3]triazole

There total 31 articles about 1-(4-methoxyphenyl)-1H-[1,2,3]triazole 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%

p-methoxy-phenylazide (2101-87-3) + calcium carbide (75-20-7) → 1-(4-methoxyphenyl)-1H-[1,2,3]triazole (68535-49-9)

Guidance literature:

With copper diacetate; triethylamine; In 1,4-dioxane; water; at 30 ℃; for 72h; Sealed tube;

DOI:10.1002/ejoc.202101085

Reference yield: 95.0%

p-methoxy-phenylazide (2101-87-3) + 2-chloro-ethanol (107-07-3) → 1-(4-methoxyphenyl)-1H-[1,2,3]triazole (68535-49-9)

Guidance literature:

2-chloro-ethanol; With tetra-(n-butyl)ammonium iodide; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; at 80 ℃; for 24h; polystyrene/1percent divinylbenzene resin Inert atmosphere;

With acetic anhydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 - 20 ℃; polystyrene/1percent divinylbenzene resin

p-methoxy-phenylazide; Further stages;

DOI:10.1016/j.reactfunctpolym.2012.11.002

Reference yield: 95.0%

difluoroacetaldehyde N-tosylhydrazone + 4-methoxy-aniline (104-94-9) → 1-(4-methoxyphenyl)-1H-[1,2,3]triazole (68535-49-9)

Guidance literature:

With sodium hydride; In ethyl acetate; at 40 ℃;

DOI:10.1016/j.cclet.2021.09.008

upstream raw materials:

dimethyl bicyclo[2.2.1]hept-2,5-diene-2,3-dicarboxylate

p-methoxy-phenylazide

7-isopropylidene-2,3-dicarbomethoxynorbornadiene

dimethyl 7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate

Downstream raw materials:

1-(4-methoxyphenyl)-5-(3,5-dimethylphenyl)-1H-1,2,3-triazole

4-(1H-1,2,3-triazol-1-yl)phenol

4-{1-(4-methoxyphenyl)-1H-1,2,3-triazol-5-yl}benzoic acid ethyl ester

1-(4-methoxyphenyl)-5-(naphthalen-2-yl)-1H-1,2,3-triazole

Refernces

• 1、 Voronin, Vladimir V.,Ledovskaya, Maria S.,Rodygin, Konstantin S.,Ananikov, Valentine P.. "Cycloaddition Reactions of in situ Generated C2D2 in Dioxane: Efficient Synthetic Approach to D2-Labeled Nitrogen Heterocycles". . p. 5640 - 5648. Retrieved 2021/11/11.
• 2、 Du, Zhonglin,Li, Fenrui,Li, Li,Li, Ran. "Microwave-assisted one-pot quick synthesis of 1-monosubstituted 1,2,3-triazoles from arylboronic acids, sodium azide and 3-butyn-2-ols". . . Retrieved 2020/11/13.