2-(4-BROMOPHENYL)-5-METHYL-1,3,4-OXADIAZOLE

Base Information

• Chemical Name: 2-(4-BROMOPHENYL)-5-METHYL-1,3,4-OXADIAZOLE
• CAS No.: 41421-03-8
• Molecular Formula: C9H7BrN2O
• Molecular Weight: 239.071
• Hs Code.: 2934999090
• Mol file: 41421-03-8.mol

Synonyms:

Chemical Property of 2-(4-BROMOPHENYL)-5-METHYL-1,3,4-OXADIAZOLE

Chemical Property:

• Vapor Pressure: 0.000375mmHg at 25°C
• Boiling Point: 327.9oC at 760 mmHg
• Flash Point: 152.1oC
• PSA: 38.92000
• Density: 1.528g/cm3
• LogP: 2.80750

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(4-Bromophenyl)-5-methyl-1,3,4-oxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-BROMOPHENYL)-5-METHYL-1,3,4-OXADIAZOLE

There total 12 articles about 2-(4-BROMOPHENYL)-5-METHYL-1,3,4-OXADIAZOLE 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: 93.0%

5-(4-bromophenyl)-1H-tetrazole (50907-23-8) + acetic anhydride (108-24-7) → 5-(4-bromophenyl)-2-methyl-1,3,4-oxadiazole (41421-03-8)

Guidance literature:

In N,N-dimethyl-formamide; at 220 ℃; for 0.0833333h; Microwave irradiation; Sealed vial;

DOI:10.1016/j.tetlet.2011.12.043

Reference yield: 88.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + 4-bromobenzoic acid hydrazide (5933-32-4) → 5-(4-bromophenyl)-2-methyl-1,3,4-oxadiazole (41421-03-8)

Guidance literature:

With trichlorophosphate; at 80 ℃; for 0.5h;

DOI:10.1002/jccs.201300598

Reference yield: 84.0%

N,N-dimethylacetamide dimethyl acetal (18871-66-4) + 4-bromobenzoic acid hydrazide (5933-32-4) → 5-(4-bromophenyl)-2-methyl-1,3,4-oxadiazole (41421-03-8)

Guidance literature:

N,N-dimethylacetamide dimethyl acetal; 4-bromobenzoic acid hydrazide; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

With toluene-4-sulfonic acid; In toluene; for 5h; Heating / reflux;

upstream raw materials:

N’-acetyl-4-bromobenzohydrazide

5-(4-bromophenyl)-1H-tetrazole

acetic anhydride

acetic acid (4-bromobenzylidene)-hydrazide

Downstream raw materials:

3-(4-bromophenyl)-4-(4-methoxyphenyl)-5-methyl-4H-[1,2,4]triazole

(2R,3S,4R,5S,6R)-2-(hydroxymethyl)-6-[3-[2-[4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]ethynyl]phenyl]tetrahydropyran-3,4,5-triol

4-(5-methyl-1,3,4-oxadiazol-2-yl)benzaldehyde

2-(2'-methoxybiphenyl-4-yl)-5-methyl-1,3,4-oxadiazole

Refernces

• 1、 -. "SPIROCYCLIC COMPOUNDS". . . Retrieved 2017/07/31.
• 2、 Reichart, Benedikt,Kappe, C. Oliver. "High-temperature continuous flow synthesis of 1,3,4-oxadiazoles via N-acylation of 5-substituted tetrazoles". supporting information; experimental part. p. 952 - 955. Retrieved 2012/03/11.