5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol

Base Information

• Chemical Name: 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol
• CAS No.: 664993-18-4
• Molecular Formula: C₈H₇N₃S₂
• Molecular Weight: 209.296
• Mol file: 664993-18-4.mol

Synonyms:5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol

Chemical Property of 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol

There total 4 articles about 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol 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: 62.0%

carbon disulfide (75-15-0,12122-00-8) + 4-aminobenzohydrazide (5351-17-7) → 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol (664993-18-4)

Guidance literature:

carbon disulfide; 4-aminobenzohydrazide; With potassium hydroxide; In ethanol; at 35 - 40 ℃;

With sulfuric acid; at -2 - 0 ℃;

DOI:10.1134/S1070428014030233

Reference yield:

p-aminoethylbenzoate (94-09-7) → 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol (664993-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrazine hydrate / ethanol / Reflux

2.1: potassium hydroxide / ethanol / 2 h / 0 - 5 °C

2.2: 2 h / 0 - 5 °C

With hydrazine hydrate; potassium hydroxide; In ethanol;

DOI:10.1007/s00044-019-02389-3

Reference yield:

4-aminobenzohydrazide (5351-17-7) → 5-(4-aminophenyl)-1,3,4-thiadiazole-2-thiol (664993-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / ethanol

2: sulfuric acid / 0 °C

With sulfuric acid; potassium hydroxide; In ethanol;

DOI:10.1016/j.bioorg.2020.104293

upstream raw materials:

carbon disulfide

4-aminobenzohydrazide

p-aminoethylbenzoate

C₈H₈N₃OS₂^(1-)*K⁽¹⁺⁾

Downstream raw materials:

N-{4-[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]phenyl}-1,4-benzodioxane-2-carboxamide

N-{4-[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]phenyl}benzamide

N-{4-[5-(benzylsulfanyl)-1,3,4-thiadiazol-2-yl]phenyl}-3-bromobenzamide

N-(4-{5-[(1,4-benzodioxan-2-yl)methylsulfanyl]-1,3,4-thiadiazol-2-yl}phenyl)benzamide

Refernces

• 1、 Li, Sha,Wang, Hai-Xin,Liu, Hai-Ying,Jing, Fen,Fu, Xiao-Yun,Li, Cai-Wen,Shi, Yan-Ping,Chen, Bao-Quan. "Synthesis and biological evaluation of novel disulfides incorporating 1,3,4-thiadiazole scaffold as promising antitumor agents". . p. 1502 - 1508. Retrieved 2019/07/30.