5-(Bromomethyl)-3-phenyl-1,2,4-thiadiazole

Base Information

• Chemical Name: 5-(Bromomethyl)-3-phenyl-1,2,4-thiadiazole
• CAS No.: 138128-82-2
• Molecular Formula: C₉H₇BrN₂S
• Molecular Weight: 255.138
• European Community (EC) Number: 852-436-3
• Mol file: 138128-82-2.mol

Synonyms:5-(bromomethyl)-3-phenyl-1,2,4-thiadiazole;138128-82-2;EN300-1663048

Chemical Property of 5-(Bromomethyl)-3-phenyl-1,2,4-thiadiazole

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 253.95133
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NSC(=N2)CBr

Technology Process of 5-(Bromomethyl)-3-phenyl-1,2,4-thiadiazole

There total 2 articles about 5-(Bromomethyl)-3-phenyl-1,2,4-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:

5-(hydroxymethyl)-3-phenyl-1,2,4-thiadiazole (138128-76-4) → 5-(bromomethyl)-3-phenyl-1,2,4-thiadiazole (138128-82-2)

Guidance literature:

With phosphorus tribromide; In dichloromethane;

DOI:10.1021/jm00081a006

Reference yield:

ethyl 3-phenyl-1,2,4-thiadiazole-5-carboxylate (50483-79-9) → 5-(bromomethyl)-3-phenyl-1,2,4-thiadiazole (138128-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / lithium tri-tert-butoxyaluminohydride / tetrahydrofuran / 0.5 h

2: PBr₃ / CH₂Cl₂

With lithium tri(t-butoxy)aluminum hydride; phosphorus tribromide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00081a006

Reference yield:

5-(bromomethyl)-3-phenyl-1,2,4-thiadiazole (138128-82-2) → [4-Oxo-3-(3-phenyl-[1,2,4]thiadiazol-5-ylmethyl)-3,4-dihydro-phthalazin-1-yl]-acetic acid (138129-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, RT, 30 min

2: 20percent aq. KOH / tetrahydrofuran / 0.5 h / Ambient temperature

With potassium hydroxide; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jm00081a006

upstream raw materials:

5-(hydroxymethyl)-3-phenyl-1,2,4-thiadiazole

ethyl 3-phenyl-1,2,4-thiadiazole-5-carboxylate

Downstream raw materials:

[4-Oxo-3-(3-phenyl-[1,2,4]thiadiazol-5-ylmethyl)-3,4-dihydro-phthalazin-1-yl]-acetic acid