2-Methyl-5-phenyl-1,3,4-thiadiazole

Base Information

• Chemical Name: 2-Methyl-5-phenyl-1,3,4-thiadiazole
• CAS No.: 1456-72-0
• Molecular Formula: C9H8 N2 S
• Molecular Weight: 176.242
• NSC Number: 122382
• UNII: D22RTA40AP
• DSSTox Substance ID: DTXSID30163117
• Nikkaji Number: J2.309.528I
• Wikidata: Q83031969
• Mol file: 1456-72-0.mol

Synonyms:2-Methyl-5-phenyl-1,3,4-thiadiazole;1456-72-0;1,3,4-Thiadiazole, 2-methyl-5-phenyl-;L 1539;NSC 122382;BRN 0127290;D22RTA40AP;2-Metil-5-fenil-1,3,4-tiadiazolo [Italian];2-Metil-5-fenil-1,3,4-tiadiazolo;NSC-122382;4-27-00-07146 (Beilstein Handbook Reference);UNII-D22RTA40AP;SCHEMBL2421712;DTXSID30163117;NSC122382;LS-150298

Chemical Property of 2-Methyl-5-phenyl-1,3,4-thiadiazole

Chemical Property:

• Vapor Pressure: 0.00115mmHg at 25°C
• Boiling Point: 309.6°Cat760mmHg
• Flash Point: 139.6°C
• Density: 1.199g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.04081944
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NN=C(S1)C2=CC=CC=C2

Technology Process of 2-Methyl-5-phenyl-1,3,4-thiadiazole

There total 19 articles about 2-Methyl-5-phenyl-1,3,4-thiadiazole 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: 94.0%

1-acetyl-2-benzoylhydrazine (14331-27-2) → 2-methyl-5-phenyl-1,3,4-thiadiazole (1456-72-0)

Guidance literature:

With 2,4-bis(4-(5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluorodecyloxy)phenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide; In tetrahydrofuran; at 55 ℃; for 6h;

DOI:10.1021/ol060208a

Reference yield: 88.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + thiobenzoylhydrazine (20605-40-7) → 2-methyl-5-phenyl-1,3,4-thiadiazole (1456-72-0)

Guidance literature:

With titanium tetrachloride; at 110 ℃; for 1.5h;

DOI:10.1080/00397911.2019.1700521

Reference yield: 86.0%

→ 2-methyl-5-phenyl-1,3,4-thiadiazole (1456-72-0)

Guidance literature:

With potassium hydrogensulfate; at 100 ℃; for 6h;

upstream raw materials:

(Acetylthio)acetic acid

thiobenzoylhydrazine

1-acetyl-2-benzoylhydrazine

N-acetimidoyl-N'-thiobenzoylhydrazine

Downstream raw materials:

2-(5-phenyl-1,3,4-thiadiazol-2-yl)acetic acid

2-(2-Dimethylaminovinyl)-5-phenyl-1,3,4-thiadiazol

2-Bromomethyl-5-phenyl-[1,3,4]thiadiazole

2-Dibromomethyl-5-phenyl-[1,3,4]thiadiazole

Refernces

• 1、 Zhang, Lin,Yu, Yu,Tang, Qiang,Yuan, Jianyong,Ran, Dongzhi,Tian, Binghua,Pan, Tao,Gan, Zongjie. "TiCl4 mediated facile synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles". . p. 423 - 431. Retrieved 2019/12/27.
• 2、 Alekseyev,Pakal'Nis,Zerova,Yakimovich. "Reactions of trifluoro- and hexafluoroacetylacetones with thiobenzoylhydrazine". . p. 858 - 862. Retrieved 2013/03/29.