Ethyl (5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)carbamate

Base Information

• Chemical Name: Ethyl (5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)carbamate
• CAS No.: 116236-32-9
• Molecular Formula: C12H13N3O4
• Molecular Weight: 263.253
• DSSTox Substance ID: DTXSID50555292
• Nikkaji Number: J482.942E
• Wikidata: Q82436602
• Mol file: 116236-32-9.mol

Synonyms:116236-32-9;Ethyl (5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)carbamate;Ethyl [5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]carbamate;DTXSID50555292

Chemical Property of Ethyl (5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)carbamate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 263.09060590
• Heavy Atom Count: 19
• Complexity: 295

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)NC1=NN=C(O1)C2=CC=C(C=C2)OC

Technology Process of Ethyl (5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)carbamate

There total 2 articles about Ethyl (5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)carbamate 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: 84.0%

2-amino-5-(4-methoxyphenyl)-1,3,4-oxadiazole (5711-61-5) + chloroformic acid ethyl ester (541-41-3) → ethyl N-(5-p-methoxyphenyl-1,3,4-oxadiazol-2-yl)carbamate (116236-32-9)

Guidance literature:

With triethylamine; In pyridine; for 1h; Heating;

Reference yield:

4-methoxybenzaldehyde semicarbazone (6292-71-3,120445-53-6) → ethyl N-(5-p-methoxyphenyl-1,3,4-oxadiazol-2-yl)carbamate (116236-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂; NaOAc; AcOH

2: pyridine; Et₃N / 1 h / Heating

With pyridine; bromine; sodium acetate; acetic acid; triethylamine;

DOI:10.1021/jf990742f

Reference yield: 67.0%

ethyl N-(5-p-methoxyphenyl-1,3,4-oxadiazol-2-yl)carbamate (116236-32-9) + 4-fluoroaniline (371-40-4) → N1-(5-p-methoxyphenyl-1,3,4-oxadiazol-2-yl)-N3-(4-fluorophenyl)urea (116221-84-2)

Guidance literature:

In ethanol; for 16h; Heating;

DOI:10.1021/jf990742f

upstream raw materials:

2-amino-5-(4-methoxyphenyl)-1,3,4-oxadiazole

chloroformic acid ethyl ester

4-methoxybenzaldehyde semicarbazone

Downstream raw materials:

N¹-(5-p-methoxyphenyl-1,3,4-oxadiazol-2-yl)-N³-(4-fluorophenyl)urea

2-p-methoxyphenyl-6-(4-fluorophenyl)-1,3,4-oxadiazolo<3,2-a>-s-triazine-5,7-dione

2-p-methoxyphenyl-6-(4-fluorophenyl)-5-thioxo-1,3,4-oxadiazolo<3,2-a>-s-triazine-7-one

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