BIPHENYL-4-CARBOTHIOIC ACID AMIDE

Base Information

• Chemical Name: BIPHENYL-4-CARBOTHIOIC ACID AMIDE
• CAS No.: 13363-50-3
• Molecular Formula: C13H11 N S
• Molecular Weight: 213.303
• Hs Code.: 2930909090
• Mol file: 13363-50-3.mol

Synonyms:4-Biphenylcarboxamide,thio- (7CI); 4-Biphenylcarboximidic acid, thio- (8CI); Biphenyl-4-carbothioicacid amide

Chemical Property of BIPHENYL-4-CARBOTHIOIC ACID AMIDE

Chemical Property:

• Melting Point: 227-232°C
• Boiling Point: 370.2±35.0 °C(Predicted)
• PKA: 13.07±0.29(Predicted)
• PSA: 58.11000
• Density: 1.176±0.06 g/cm3(Predicted)
• LogP: 3.68810

Purity/Quality:

98%min ^*data from raw suppliers

4-Biphenylthioamide 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-41-50
• Safety Statements: 26-39-61

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Biphenyl-4-thiocarboxamide is a synthetic intermediate useful for pharmaceutical synthesis.

Technology Process of BIPHENYL-4-CARBOTHIOIC ACID AMIDE

There total 7 articles about BIPHENYL-4-CARBOTHIOIC ACID AMIDE 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: 99.0%

4-cyano-1,1'-biphenyl (2920-38-9) → 4-phenylthiobenzamide (13363-50-3)

Guidance literature:

With hydrogenchloride; O,S-diethyl-dithiophosphoric acid; In ethyl acetate; Ambient temperature;

DOI:10.1080/00397919708004101

Reference yield: 78.0%

biphenyl-4-carboxylic acid amide (3815-20-1) → 4-phenylthiobenzamide (13363-50-3)

Guidance literature:

With Lawessons reagent; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1016/j.bmcl.2021.127853

Reference yield:

4-bromobenzenecarbonitrile (623-00-7) → 4-phenylthiobenzamide (13363-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 2 M aq. Na₂CO₃ / Pd(PPh₃)4 / toluene; ethanol / 6 h / Heating

2: 69 percent / H₂S, Et₃N / pyridine / 192 h / Ambient temperature

With hydrogen sulfide; sodium carbonate; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In pyridine; ethanol; toluene;

DOI:10.1002/ardp.19963290204

upstream raw materials:

4-cyano-1,1'-biphenyl

4-bromobenzenecarbonitrile

phenylboronic acid

4-Phenylbenzaldehyde

Downstream raw materials:

2-(4-biphenyl)-4-hydroxy-5-phenylthiazole

(2-biphenyl-4-yl-5-methyl-thiazol-4-yl)-acetic acid methyl ester

1-[4-methyl-2-((1,1′-biphenyl)-4-yl)thiazol-5-yl]ethanone

2-{1-[2-([1,1′-biphenyl]-4-yl)-4-methylthiazol-5-yl]-ethylidene}hydrazinecarboximidamide

Refernces

• 1、 Cao, Xian-Ting,Qiao, Li,Zheng, Hui,Yang, Hui-Yong,Zhang, Peng-Fei. "A efficient protocol for the synthesis of thioamides in [DBUH][OAc] at room temperature". . p. 170 - 175. Retrieved 2018/01/17.
• 2、 Mohammad, Haroon,Mayhoub, Abdelrahman S.,Ghafoor, Adil,Soofi, Muhammad,Alajlouni, Ruba A.,Cushman, Mark,Seleem, Mohamed N.. "Discovery and characterization of potent thiazoles versus methicillin- and vancomycin-resistant Staphylococcus aureus". . p. 1609 - 1615. Retrieved 2014/03/21.