Tembamide

Base Information

• Chemical Name: Tembamide
• CAS No.: 15298-28-9
• Deprecated CAS: 50802-66-9
• Molecular Formula: C16H17 N O3
• Molecular Weight: 271.316
• Hs Code.: 2924299090
• NSC Number: 114783
• DSSTox Substance ID: DTXSID10934640
• Nikkaji Number: J21.696H
• Wikidata: Q72509517
• Metabolomics Workbench ID: 44485
• ChEMBL ID: CHEMBL1985788
• Mol file: 15298-28-9.mol

Synonyms:TEMBAMIDE;15298-28-9;N-[2-hydroxy-2-(4-methoxyphenyl)ethyl]benzamide;(+/-)-Tembamide;N-(2-hydroxy-2-(4-methoxyphenyl)ethyl)benamide;NSC 114783;N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)benzamide;Benzamide, N-(2-hydroxy-2-(4-methoxyphenyl)ethyl)-;CHEMBL1985788;DTXSID10934640;CHEBI:191753;NSC114783;NSC-114783;37791-56-3;NCI60_000337;N-[2-Hydroxy-2-(4-methoxyphenyl)ethyl]benzenecarboximidic acid;50802-66-9

Chemical Property of Tembamide

Chemical Property:

• Vapor Pressure: 4.64E-12mmHg at 25°C
• Boiling Point: 529.9°Cat760mmHg
• PKA: 13.69±0.20(Predicted)
• Flash Point: 274.3°C
• PSA: 62.05000
• Density: 1.183g/cm³
• LogP: 2.73340
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 271.12084340
• Heavy Atom Count: 20
• Complexity: 294

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(CNC(=O)C2=CC=CC=C2)O

Technology Process of Tembamide

There total 13 articles about Tembamide 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: 92.0%

2-hydroxy-2-(4-methoxyphenyl)ethylammonium chloride (56766-24-6) + benzoyl chloride (98-88-4) → N-(2-hydroxy-2-(4-methoxyphenyl)ethyl)benzamide (15298-28-9,50802-66-9)

Guidance literature:

With sodium hydroxide; In water; for 3h; Ambient temperature;

Reference yield: 87.0%

2-amino-1-(4-methoxyphenyl)ethanol (55275-61-1) + benzoyl chloride (98-88-4) → N-(2-hydroxy-2-(4-methoxyphenyl)ethyl)benzamide (15298-28-9,50802-66-9)

Guidance literature:

With sodium hydroxide; In tert-butyl methyl ether; water; at 20 ℃; for 1h; Green chemistry;

DOI:10.1039/c3gc41666f

Reference yield:

2-(4-methoxyphenyl)-2-(trimethylsilyloxy)acetonitrile (66985-48-6) → N-(2-hydroxy-2-(4-methoxyphenyl)ethyl)benzamide (15298-28-9,50802-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BH₃-THF, 2.) HCl gas / 1.) THF, room temperature, 2.) ether

2: 92 percent / sodium hydroxide / H₂O / 3 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; borane-THF; In water;

upstream raw materials:

2-amino-1-(4-methoxyphenyl)ethanol

benzoyl chloride

2-hydroxy-2-(4-methoxyphenyl)ethylammonium chloride

benzoic acid

Downstream raw materials:

tembamide

1-acetoxy-2-benzoylamino-1-(4-methoxy-phenyl)-ethane

Refernces

• 1、 Cho, Inha,Prier, Christopher K.,Jia, Zhi-Jun,Zhang, Ruijie K.,G?rbe, Tamás,Arnold, Frances H.. "Enantioselective Aminohydroxylation of Styrenyl Olefins Catalyzed by an Engineered Hemoprotein". supporting information. p. 3138 - 3142. Retrieved 2019/02/01.
• 2、 Zhu, Chengfeng,Xia, Qingchun,Chen, Xu,Liu, Yan,Du, Xia,Cui, Yong. "Chiral metal?Organic framework as a platform for cooperative catalysis in asymmetric cyanosilylation of aldehydes". . p. 7590 - 7596. Retrieved 2018/05/23.