4-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline

Base Information

• Chemical Name: 4-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline
• CAS No.: 10185-68-9
• Molecular Formula: C9H9 N3 O
• Molecular Weight: 175.19
• Hs Code.: 2934999090
• European Community (EC) Number: 844-369-3
• DSSTox Substance ID: DTXSID70592700
• Nikkaji Number: J3.625.673G
• Wikidata: Q72493988
• Mol file: 10185-68-9.mol

Synonyms:4-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline;10185-68-9;Benzenamine, 4-(5-methyl-1,2,4-oxadiazol-3-yl)-;Benzenamine,4-(5-methyl-1,2,4-oxadiazol-3-yl)-;SCHEMBL1353609;DTXSID70592700;GXOWTIUKDYSZKJ-UHFFFAOYSA-N;MFCD08435856;AKOS007930409;PS-6246;CS-0204997;4-(5-methyl-1,2,4-oxadiazol-3-yl)-aniline;EN300-152637;4-(5-Methyl[1,2,4]oxadiazol-3-yl)phenylamine;4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine;4-(5-methyl-1,2,4-oxadiazol-3-yl)benzeneamine;4-(5-Methyl-[1,2,4]oxadiazol-3-yl)-phenylamine;W-204431;Z427942110

Chemical Property of 4-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline

Chemical Property:

• Vapor Pressure: 2.66E-05mmHg at 25°C
• Melting Point: 113 °C
• Boiling Point: 357.8°Cat760mmHg
• Flash Point: 170.2°C
• PSA: 64.94000
• Density: 1.229g/cm³
• LogP: 2.20840
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 175.074561919
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

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

4-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=NO1)C2=CC=C(C=C2)N

Technology Process of 4-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline

There total 14 articles about 4-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline 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: 95.0%

[4-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-carbamic acid tert-butyl ester (643744-95-0) → 4-(5-methyl-1,2,4-oxadiazol-3-yl)-aniline (10185-68-9)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1016/j.tetlet.2003.09.139

Reference yield: 86.0%

3-(4-methoxyphenyl)-5-methyl-1,2,4-oxadiazole (25283-96-9) → 4-(5-methyl-1,2,4-oxadiazol-3-yl)-aniline (10185-68-9)

Guidance literature:

With iron; acetic acid; for 2h;

Reference yield: 85.0%

4-amino-N'-hydroxybenzimidamide (277319-62-7) + ethyl acetate (141-78-6) → 4-(5-methyl-1,2,4-oxadiazol-3-yl)-aniline (10185-68-9)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2017.01.007

upstream raw materials:

[4-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-carbamic acid tert-butyl ester

tert-butyl N-(4-cyanophenyl)carbamate

4-Aminobenzonitrile

tert-butyl (4-(N’-hydroxycarbamimidoyl)phenyl)carbamate

Downstream raw materials:

[4-(5-methyl-[1,2,4]oxadiazol-3-yl)-phenyl]-carbamic acid benzyl ester

2-(5-((5-(4-chlorophenyl)furan-2-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)-N-(4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl)acetamide

Refernces

• 1、 -. "HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES". Paragraph 000339. . Retrieved 2016/05/02.
• 2、 Chandrappa,Chandru,Sharada,Vinaya,Ananda Kumar,Thimmegowda,Nagegowda,Karuna Kumar,Rangappa. "Synthesis and in vivo anticancer and antiangiogenic effects of novel thioxothiazolidin-4-one derivatives against transplantable mouse tumor". . p. 236 - 249. Retrieved 2011/01/12.