4-(5-AMINO-1,3,4-THIADIAZOL-2-YL)BENZOIC ACID

Base Information

• Chemical Name: 4-(5-AMINO-1,3,4-THIADIAZOL-2-YL)BENZOIC ACID
• CAS No.: 235109-65-6
• Molecular Formula: C₉H₇N₃O₂S
• Molecular Weight: 221.239
• Mol file: 235109-65-6.mol

Synonyms:4-(5-amino-[1,3,4]thiadiazol-2-yl)-benzoic acid

Chemical Property of 4-(5-AMINO-1,3,4-THIADIAZOL-2-YL)BENZOIC ACID

Chemical Property:

• Melting Point: 240 °C (decomp)
• Boiling Point: 483.5±47.0 °C(Predicted)
• PKA: 3.53±0.10(Predicted)
• Density: 1.521±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

4-(5-amino-1,3,4-thiadiazol-2-yl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

Technology Process of 4-(5-AMINO-1,3,4-THIADIAZOL-2-YL)BENZOIC ACID

There total 3 articles about 4-(5-AMINO-1,3,4-THIADIAZOL-2-YL)BENZOIC ACID 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: 91.0%

methyl 4-(5-amino-1,3,4-thiadiazol-2-yl)benzoate (51542-42-8) → 4-(5-amino-[1,3,4]thiadiazol-2-yl)-benzoic acid (235109-65-6)

Guidance literature:

methyl 4-(5-amino-1,3,4-thiadiazol-2-yl)benzoate; With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 60 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; water; pH=2;

DOI:10.1021/jm2015167

Reference yield: 47.0%

(4-carboxybenzylidenehydrazinyl)thiocarboxamide (122-92-9) → 4-(5-amino-[1,3,4]thiadiazol-2-yl)-benzoic acid (235109-65-6)

Guidance literature:

With ammonium iron(III) sulfate; In water; for 10h; Reflux;

DOI:10.1021/jm800869t

Reference yield:

(4-methoxycarbonylbenzylidenehydrazinyl)thiocarboxamide (110032-24-1) → 4-(5-amino-[1,3,4]thiadiazol-2-yl)-benzoic acid (235109-65-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 0.5 h / 20 °C

2.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 2 h / 60 °C

2.2: pH 2

With pyridine; lithium hydroxide monohydrate; In tetrahydrofuran; water;

DOI:10.1021/jm2015167

upstream raw materials:

(4-carboxybenzylidenehydrazinyl)thiocarboxamide

(4-methoxycarbonylbenzylidenehydrazinyl)thiocarboxamide

methyl 4-(5-amino-1,3,4-thiadiazol-2-yl)benzoate

Downstream raw materials:

4-(5-amino-[1,3,4]thiadiazol-2-yl)-benzoic acid ethyl ester

4-(5-phenoxycarbonylamino-[1,3,4]thiadiazol-2-yl)-benzoic acid ethyl ester

4-[5-(3-methyl-ureido)-[1,3,4]thiadiazol-2-yl]-benzoic acid

Refernces

• 1、 Liu, Kun,Lu, Hong,Hou, Ling,Qi, Zhi,Teixeira, Cátia,Barbault, Florent,Fan, Bo-Tao,Liu, Shuwen,Jiang, Shibo,Xie, Lan. "Design, synthesis, and biological evaluation of N-carboxyphenylpyrrole derivatives as potent HIV fusion inhibitors targeting gp41". experimental part. p. 7843 - 7854. Retrieved 2009/11/30.