2-Chloro-n-(2-hydroxy-1-methyl-2-phenylethyl)benzamide

Base Information

• Chemical Name: 2-Chloro-n-(2-hydroxy-1-methyl-2-phenylethyl)benzamide
• CAS No.: 419535-34-5
• Molecular Formula: C₁₆H₁₆ClNO₂
• Molecular Weight: 289.762
• DSSTox Substance ID: DTXSID201211331
• Mol file: 419535-34-5.mol

Synonyms:SCHEMBL4804043;2-chloro-n-(2-hydroxy-1-methyl-2-phenylethyl)benzamide;DTXSID201211331;AKOS024381974;419535-34-5

Chemical Property of 2-Chloro-n-(2-hydroxy-1-methyl-2-phenylethyl)benzamide

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 289.0869564
• Heavy Atom Count: 20
• Complexity: 318

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(C1=CC=CC=C1)O)NC(=O)C2=CC=CC=C2Cl

Technology Process of 2-Chloro-n-(2-hydroxy-1-methyl-2-phenylethyl)benzamide

There total 1 articles about 2-Chloro-n-(2-hydroxy-1-methyl-2-phenylethyl)benzamide 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: 90.0%

d,l-norephedrine hydrochloride (53631-70-2) + o-chlorobenzoyl chloride (609-65-4) → 2-chloro-N-(2-hydroxy-1-methyl-2-phenylethyl)benzamide (419535-34-5)

Guidance literature:

With sodium hydroxide; In dichloromethane;

DOI:10.1021/ol017155b

Reference yield: 80.0%

2-chloro-N-(2-hydroxy-1-methyl-2-phenylethyl)benzamide (419535-34-5) → 1-(2-chlorophenyl)-3-methylisoquinoline (92853-34-4)

Guidance literature:

With phosphorus pentoxide; In 1,2-dichloro-benzene; Heating;

DOI:10.1021/ol017155b

Reference yield:

2-chloro-N-(2-hydroxy-1-methyl-2-phenylethyl)benzamide (419535-34-5) → 1-(2-chlorophenyl)-3-isoquinolinecarboxylic acid (89242-09-1)

Guidance literature:

Multi-step reaction with 3 steps

1: P₂O₅ / 1,2-dichloro-benzene

2: selenium oxide / 1,2-dichloro-benzene

3: AgNO₃; aq. NaOH / ethanol

With sodium hydroxide; selenium(IV) oxide; phosphorus pentoxide; silver nitrate; In ethanol; 1,2-dichloro-benzene;

DOI:10.1016/j.bmcl.2004.11.017

upstream raw materials:

d,l-norephedrine hydrochloride

o-chlorobenzoyl chloride

Downstream raw materials:

1-(2-chlorophenyl)-3-methylisoquinoline

1-(2-chlorophenyl)-3-isoquinolinecarboxylic acid

1-(2-chlorophenyl)-3-isoquinolinecarboxylic acid chloride

(+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-3-isoquinolinecarboxamide