Benzamide, 4-(bromomethyl)-N-(4-hydroxyphenyl)-

Base Information

• Chemical Name: Benzamide, 4-(bromomethyl)-N-(4-hydroxyphenyl)-
• CAS No.: 89519-12-0
• Molecular Formula: C14H12BrNO2
• Molecular Weight: 306.159
• DSSTox Substance ID: DTXSID80474225
• Wikidata: Q82304086

Synonyms:Benzamide, 4-(bromomethyl)-N-(4-hydroxyphenyl)-;89519-12-0;DTXSID80474225

Chemical Property of Benzamide, 4-(bromomethyl)-N-(4-hydroxyphenyl)-

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 305.00514
• Heavy Atom Count: 18
• Complexity: 269

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CBr)C(=O)NC2=CC=C(C=C2)O

Technology Process of Benzamide, 4-(bromomethyl)-N-(4-hydroxyphenyl)-

There total 2 articles about Benzamide, 4-(bromomethyl)-N-(4-hydroxyphenyl)- 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:

4-bromomethylbenzoyl chloride (52780-16-2) + 4-amino-phenol (123-30-8) → N-(4-hydroxyphenyl)-4-bromomethylbenzamide (89519-12-0)

Guidance literature:

With pyridine; In hexane; toluene; at 20 ℃;

DOI:10.1016/S0223-5234(03)00013-8

Reference yield:

4-bromomethylbenzoic Acid (6232-88-8) → N-(4-hydroxyphenyl)-4-bromomethylbenzamide (89519-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride; DMF / CH₂Cl₂ / 3 h / 0 °C

2: pyridine / toluene; hexane / 20 °C

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; In hexane; dichloromethane; toluene;

DOI:10.1016/S0223-5234(03)00013-8

Reference yield: 35.0%

4-methyl-N-(pyrimidin-2-yl)benzenesulfonamide (16699-14-2) + N-(4-hydroxyphenyl)-4-bromomethylbenzamide (89519-12-0) → N-(4-hydroxy-phenyl)-4-{[pyrimidin-2-yl-(toluene-4-sulfonyl)-amino]-methyl}-benzamide + N-(4-hydroxyphenyl)-4-{[2-{[(4-methylphenyl)sulfonyl]imino}pyrimidin-1-(2H)-yl]methyl}benzamide

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/S0223-5234(03)00013-8

upstream raw materials:

4-bromomethylbenzoyl chloride

4-amino-phenol

4-bromomethylbenzoic Acid

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