4-(4-Bromophenyl)-1,2,3-thiadiazole

Base Information

• Chemical Name: 4-(4-Bromophenyl)-1,2,3-thiadiazole
• CAS No.: 40753-13-7
• Molecular Formula: C8H5BrN2S
• Molecular Weight: 241.111
• Hs Code.: 29349990
• European Community (EC) Number: 831-492-2
• DSSTox Substance ID: DTXSID10961173
• Nikkaji Number: J1.096.750C
• Wikidata: Q82942519
• ChEMBL ID: CHEMBL1631419
• Mol file: 40753-13-7.mol

Synonyms:4-(4-Bromophenyl)-1,2,3-thiadiazole;40753-13-7;4-(4-bromophenyl)thiadiazole;C8H5BrN2S;1,2,3-Thiadiazole, 4-(4-bromophenyl)-;4-(4-Bromophenyl)-1,2,3-thiadiazole, AldrichCPR;Bionet2_000997;C8-H5-Br-N2-S;SCHEMBL6468984;CHEMBL1631419;DTXSID10961173;HMS1366N07;MFCD00084907;AKOS005075253;LS-150267;CS-0217989;FT-0616603;EN300-96571;F81476;10L-048;A914341;J-513459;Z57234469

Chemical Property of 4-(4-Bromophenyl)-1,2,3-thiadiazole

Chemical Property:

• Vapor Pressure: 0.000158mmHg at 25°C
• Melting Point: 154 °C
• Refractive Index: 1.643
• Boiling Point: 341.5 °C at 760 mmHg
• PKA: -4.38±0.27(Predicted)
• Flash Point: 160.3 °C
• PSA: 54.02000
• Density: 1.642 g/cm³
• LogP: 2.96760
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 239.93568
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

98%min ^*data from raw suppliers

4-(4-Bromophenyl)-1,2,3-thiadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 36/37/38-25
• Safety Statements: 26-36/37/39-45-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CSN=N2)Br

Technology Process of 4-(4-Bromophenyl)-1,2,3-thiadiazole

There total 16 articles about 4-(4-Bromophenyl)-1,2,3-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: 96.0%

para-bromoacetophenone (99-90-1) → 4-(4-bromophenyl)-[1,2,3]-thiadiazole (40753-13-7)

Guidance literature:

para-bromoacetophenone; With polystyrene-sulfonylhydrazide resin; acetic acid; In tetrahydrofuran; at 50 ℃; for 4h;

With thionyl chloride; In 1,2-dichloro-ethane; at 60 ℃; for 5h;

DOI:10.1021/jo981874v

Reference yield: 90.0%

C17H24BrN4O2S(1+)*CF3O3S(1-) (1402672-01-8) → 4-(4-bromophenyl)-[1,2,3]-thiadiazole (40753-13-7)

Guidance literature:

With thionyl chloride; at 20 - 60 ℃; for 4h;

DOI:10.1021/jo301607a

Reference yield: 82.0%

C15H14BrN2O2S → 4-(4-bromophenyl)-[1,2,3]-thiadiazole (40753-13-7)

Guidance literature:

With dipotassium peroxodisulfate; iodine; ammonium thiocyanate; In ethanol; at 20 ℃; for 12h; Sealed tube;

DOI:10.1055/a-1473-7369

upstream raw materials:

5-(4-bromo-phenyl)-3,6-dihydro-[1,3,4]thiadiazin-2-one

C₉H₁₀BrN₃O

para-bromoacetophenone

4-bromo-N-methoxy-N-methylbenzamide

Downstream raw materials:

4-([1,1′-biphenyl]-4-yl)-1,2,3-thiadiazole

7(S)-7-deoxy-7-(4-(1,2,3-thiadiazol-4-yl)phenylthio)lincomycin

Refernces

• 1、 Lu, Yuhan,Sun, Yadong,Abdukader, Ablimit,Liu, Chenjiang. "Diiiodine/Potassium Persulfate Mediated Synthesis of 1,2,3-Thiadiazoles from N -Tosylhydrazones and a Thiocyanate Salt as a Sulfur Source under Transition-Metal-Free Conditions". supporting information. p. 1044 - 1048. Retrieved 2021/05/05.
• 2、 Mo, Shi-Kun,Teng, Qing-Hu,Pan, Ying-Ming,Tang, Hai-Tao. "Metal- and Oxidant-free Electrosynthesis of 1,2,3-Thiadiazoles from Element Sulfur and N-tosyl Hydrazones". supporting information. p. 1756 - 1760. Retrieved 2019/02/24.