1-(4-Chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone

Base Information

• Chemical Name: 1-(4-Chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
• CAS No.: 307343-39-1
• Molecular Formula: C₁₁H₉ClN₂OS₂
• Molecular Weight: 284.79
• DSSTox Substance ID: DTXSID701329173
• Pharos Ligand ID: YFNF6ND6UDTU
• ChEMBL ID: CHEMBL1567118
• Mol file: 307343-39-1.mol

Synonyms:1-(4-chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone;307343-39-1;MLS000723830;SMR000305425;1-(4-Chlorophenyl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethan-1-one;1-(4-chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)thio]ethanone;TimTec1_004668;cid_686457;CHEMBL1567118;BDBM51363;DTXSID701329173;HMS1547E04;HMS2655J06;STK399126;AKOS001624470;CS-0282846;EU-0006859;EN300-12861021;SR-01000451582;SR-01000451582-1;Z25103992;1-(4-CHLOROPHENYL)-2-[(5-METHYL-1,3,4-THIADIAZOL-2-YL)SULFANYL]-1-ETHANONE;1-(4-chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethan-1-one

Chemical Property of 1-(4-Chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 283.9844830
• Heavy Atom Count: 17
• Complexity: 272

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 1-(4-Chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone

There total 2 articles about 1-(4-Chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone 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: 87.0%

2-mercapto-5-methyl-1,3,4-thiadiazole (29490-19-5) + 4-chlorobenzoylmethyl bromide (536-38-9) → 1-(4-chlorophenyl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethanone (307343-39-1)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 0.5h;

DOI:10.1080/00397911.2019.1623257

Reference yield:

para-chloroacetophenone (99-91-2) → 1-(4-chlorophenyl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethanone (307343-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / diethyl ether

2: triethylamine

With bromine; triethylamine; In diethyl ether;

DOI:10.1007/s12039-011-0160-x

Reference yield: 94.0%

1-(4-chlorophenyl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethanone (307343-39-1) + semicarbazide hydrochloride (563-41-7) → 1-(4-chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethylidene-1-hydrazinecarboxamide

Guidance literature:

With sodium acetate; In ethanol; for 1.5h; Reflux;

DOI:10.1007/s12039-011-0160-x

upstream raw materials:

para-chloroacetophenone

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

4-chlorobenzoylmethyl bromide

Downstream raw materials:

2-{[2-(4-chlorophenyl)-4-phenyl-3-quinolyl]sulfanyl}-5-methyl-1,3,4-thiadiazole

2-[4-(4-chlorophenyl)-1,2,3-selenadiazol-5-yl]sulfanyl-5-methyl-1,3,4-thiadiazole

4-(4-chlorophenyl)-5-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1,2,3-thiadiazole