2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE

Base Information

• Chemical Name: 2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE
• CAS No.: 828-81-9
• Molecular Formula: C8H6ClN3S
• Molecular Weight: 211.675
• Hs Code.: 2934999090
• Mol file: 828-81-9.mol

Synonyms:

Chemical Property of 2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE

Chemical Property:

• Melting Point: 192-195 °C
• Boiling Point: 393.8±44.0 °C(Predicted)
• PKA: 2.28±0.10(Predicted)
• PSA: 80.04000
• Density: 1.461±0.06 g/cm3(Predicted)
• LogP: 3.02190
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%min ^*data from raw suppliers

5-(2-Chlorophenyl)-1,3,4-thiadiazol-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-AMINO-5-(2-CHLOROPHENYL)-1,3,4-THIADIAZOLE

There total 12 articles about 2-AMINO-5-(2-CHLOROPHENYL)-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: 90.0%

thiosemicarbazide (79-19-6) + ortho-chlorobenzoic acid (118-91-2) → 2-amino-5-(2-chlorophenyl)-1,3,4-thiadiazole (828-81-9)

Guidance literature:

With sulfuric acid; for 1h; Heating;

Reference yield: 83.0%

potassium thioacyanate (333-20-0) + N’-(2-chlorobenzylidene)-4-methylbenzenesulfonohydrazide (107135-19-3) → 2-amino-5-(2-chlorophenyl)-1,3,4-thiadiazole (828-81-9)

Guidance literature:

With N-chloro-succinimide; boron trifluoride diethyl etherate; In tert-butyl alcohol; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.1c01379

Reference yield: 78.0%

trimethylsilyl isothiocyanate (2290-65-5) + 2-chlorobenzoylhydrazide (5814-05-1) → 2-amino-5-(2-chlorophenyl)-1,3,4-thiadiazole (828-81-9)

Guidance literature:

trimethylsilyl isothiocyanate; 2-chlorobenzoylhydrazide; In ethanol; Reflux;

With sulfuric acid; In ethanol; at 20 ℃;

DOI:10.1039/c3ra00159h

upstream raw materials:

2-chlorobenzaldehyde thiosemicarbazone

4-(o-chloro)benzoylthiosemicarbazide

thiosemicarbazide

ortho-chlorobenzoic acid

Downstream raw materials:

1-(2-Chloro-benzoyl)-3-[5-(2-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-thiourea

[1-(4-Chloro-phenyl)-meth-(E)-ylidene]-[5-(2-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-amine

1-[2-(4-Chloro-phenoxy)-acetyl]-3-[5-(2-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-thiourea

[5-(2-Chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-[1-phenyl-meth-(E)-ylidene]-amine

Refernces

• 1、 -. "N-(5-phenyl-1, 3, 4-thiadiazole-2-yl) benzamide compound". Paragraph 0051; 0057; 0069-0071. . Retrieved 2021/06/09.
• 2、 Wei, Zeyang,Zhang, Qi,Tang, Meng,Zhang, Siyu,Zhang, Qian. "Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones". . p. 4436 - 4440. Retrieved 2021/05/26.