5-Phenyl-[1,3,4]oxadiazol-2-YL-methylamine

Base Information

• Chemical Name: 5-Phenyl-[1,3,4]oxadiazol-2-YL-methylamine
• CAS No.: 22377-39-5
• Molecular Formula: C₉H₉N₃O
• Molecular Weight: 175.19
• European Community (EC) Number: 960-245-2
• Nikkaji Number: J1.569.358D
• Mol file: 22377-39-5.mol

Synonyms:5-PHENYL-[1,3,4]OXADIAZOL-2-YL-METHYLAMINE;N-methyl-5-phenyl-1,3,4-oxadiazol-2-amine;22377-39-5;SCHEMBL6676849;AKOS023624322;EN300-6683933;Methyl-(5-phenyl-[1,3,4]oxadiazol-2-yl)-amine;Z1509142797

Chemical Property of 5-Phenyl-[1,3,4]oxadiazol-2-YL-methylamine

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 175.074561919
• Heavy Atom Count: 13
• Complexity: 159

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNC1=NN=C(O1)C2=CC=CC=C2

Technology Process of 5-Phenyl-[1,3,4]oxadiazol-2-YL-methylamine

There total 11 articles about 5-Phenyl-[1,3,4]oxadiazol-2-YL-methylamine 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: 92.0%

1-(phenyl)carbonyl-4-(methyl)thiosemicarbazide (58064-65-6) → methyl-(5-phenyl-[1,3,4]oxadiazol-2-yl)-amine (22377-39-5)

Guidance literature:

With acetic acid; ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; In 1,2-dichloro-ethane; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c1ob06512b

Reference yield: 61.0%

4-methylthiosemicarbazide (6610-29-3) + benzoic acid (65-85-0,8013-63-6) → methyl-(5-phenyl-[1,3,4]oxadiazol-2-yl)-amine (22377-39-5)

Guidance literature:

With resin-based EDCI; In N,N-dimethyl-formamide; for 12h;

DOI:10.1016/j.tetlet.2008.09.057

Reference yield: 50.0%

1-benzylidene-4-methylsemicarbazide (40848-87-1) → methyl-(5-phenyl-[1,3,4]oxadiazol-2-yl)-amine (22377-39-5)

Guidance literature:

With lead dioxide; In formic acid; for 0.333333h; Ambient temperature;

upstream raw materials:

1-benzoyl-4,S-dimethyl-iso thiosemicarbazide

1-benzylidene-4-methylsemicarbazide

N-methyl-N-(5-phenyl-[1,3,4]oxadiazol-2-yl)-acetamide

3-methylamino-5-phenyl-1,2,4-oxadiazole

Downstream raw materials:

methyl-nitroso-(5-phenyl-[1,3,4]oxadiazol-2-yl)-amine

methyl-(3-methyl-5-phenyl-3H-[1,3,4]oxadiazol-2-ylidene)-amine

N-methyl-N-(5-phenyl-[1,3,4]oxadiazol-2-yl)-benzamide

Refernces

• 1、 Shinde, Vikas N.,Ugarkar, Bheemarao G.,Ghorpade, Sandeep R.. "A convenient synthesis of 5-substituted 2-amino-1,3,4-oxadiazoles from corresponding acylthiosemicarbazides using iodine and Oxone". . p. 53 - 54. Retrieved 2013/04/10.
• 2、 Piatnitski Chekler, Eugene L.,Elokdah, Hassan M.,Butera, John. "Efficient one-pot synthesis of substituted 2-amino-1,3,4-oxadiazoles". supporting information; body text. p. 6709 - 6711. Retrieved 2009/04/07.