2-Benzylsulfanyl-5-methyl-1,3,4-thiadiazole

Base Information

• Chemical Name: 2-Benzylsulfanyl-5-methyl-1,3,4-thiadiazole
• CAS No.: 42755-32-8
• Molecular Formula: C10H10N2S2
• Molecular Weight: 222.335
• DSSTox Substance ID: DTXSID00875896
• Wikidata: Q82857382
• Mol file: 42755-32-8.mol

Synonyms:2-benzylsulfanyl-5-methyl-1,3,4-thiadiazole;42755-32-8;benzyl 5-methyl-1,3,4-thiadiazol-2-yl sulfide;SCHEMBL10985991;DTXSID00875896;DTDSLINPWQLVJT-UHFFFAOYSA-N;AKOS017022642;5-benzylthio-2-methyl-1,3,4-thiadiazole;2-(Benzylthio)-5-methyl-1,3,4-thiadiazole;AI-204/31687034;Z25103969;1,3,4-THIADIAZOLE, 2-METHYL-5-[(PHENYLMETHYL)THI

Chemical Property of 2-Benzylsulfanyl-5-methyl-1,3,4-thiadiazole

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 222.02854067
• Heavy Atom Count: 14
• Complexity: 172

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NN=C(S1)SCC2=CC=CC=C2

Technology Process of 2-Benzylsulfanyl-5-methyl-1,3,4-thiadiazole

There total 8 articles about 2-Benzylsulfanyl-5-methyl-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: 96.4%

benzyl bromide (100-39-0) + 2-methyl-5-trimethylsilylthio-1,3,4-thiadiazole (81589-00-6) + 2-mercapto-5-methyl-1,3,4-thiadiazole (29490-19-5) + saccharin (81-07-2) → 2-[(phenylmethyl) thio]-5-methyl-1,3,4-thiadiazole (42755-32-8)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; In N,N,N,N,N,N-hexamethylphosphoric triamide; water; ethyl acetate; acetonitrile;

Reference yield: 65.0%

benzyl bromide (100-39-0) + 2-mercapto-5-methyl-1,3,4-thiadiazole (29490-19-5) → 2-[(phenylmethyl) thio]-5-methyl-1,3,4-thiadiazole (42755-32-8)

Guidance literature:

With potassium hydroxide; In ethanol; for 6h; Reflux; Inert atmosphere;

DOI:10.1002/ejoc.201900128

Reference yield: 51.7%

benzyl chloride (100-44-7) + 2-mercapto-5-methyl-1,3,4-thiadiazole (29490-19-5) → 2-[(phenylmethyl) thio]-5-methyl-1,3,4-thiadiazole (42755-32-8)

Guidance literature:

With potassium hydroxide; In ethanol; at 10 - 20 ℃;

DOI:10.1016/j.molstruc.2020.128507

upstream raw materials:

3-acetyl-dithiocarbazic acid benzyl ester

S-benzyldithiocarbazate

benzyl bromide

2-methyl-5-trimethylsilylthio-1,3,4-thiadiazole

Refernces

• 1、 Li, Xiaohan,Sun, Bin,Zhou, Jiadi,Jin, Can,Yu, Chuangming. "Regioselective Acetoxylation of Terminal Olefins Using a Palladium(II)–Thiadiazole Catalyst". supporting information. p. 2635 - 2638. Retrieved 2019/04/04.
• 2、 -. "Preparation of thioethers". . . Retrieved 2008/06/13.