N-(4-chloromethylphenylmethyl)acetamide

Base Information

• Chemical Name: N-(4-chloromethylphenylmethyl)acetamide
• CAS No.: 223512-41-2
• Molecular Formula: C₁₀H₁₂ClNO
• Molecular Weight: 197.664
• European Community (EC) Number: 834-131-7
• Nikkaji Number: J1.312.340C
• Mol file: 223512-41-2.mol

Synonyms:N-(4-chloromethylphenylmethyl)acetamide;223512-41-2;N-[[4-(chloromethyl)phenyl]methyl]acetamide;N-(4-(Chloromethyl)benzyl)acetamide;N-{[4-(chloromethyl)phenyl]methyl}acetamide;SCHEMBL5987795;UADHOMUWKSPYAI-UHFFFAOYSA-N;N-(4-chloromethylphenylmethyl) acetamide;N-(4-chloromethylphenylmethyl)-acetamide;EN300-2896061

Chemical Property of N-(4-chloromethylphenylmethyl)acetamide

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 197.0607417
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NCC1=CC=C(C=C1)CCl

Technology Process of N-(4-chloromethylphenylmethyl)acetamide

There total 9 articles about N-(4-chloromethylphenylmethyl)acetamide 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%

N-acetyl(4-hydroxymethyl)benzylamine (136869-07-3) → N-(4-chloromethyl-benzyl)-acetamide (223512-41-2)

Guidance literature:

With thionyl chloride; In chloroform; Heating;

DOI:10.1016/S0960-894X(00)00128-1

Reference yield:

4-hydroxymethyl-benzylamine (39895-56-2) → N-(4-chloromethyl-benzyl)-acetamide (223512-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 6 h / 110 °C / Sealed tube

2: triethylamine; methanesulfonyl chloride / dichloromethane / 12 h / 0 - 25 °C

With acetic acid; methanesulfonyl chloride; triethylamine; In dichloromethane;

Reference yield:

4-(acetylamino-methyl)-benzoic acid methyl ester (20686-40-2) → N-(4-chloromethyl-benzyl)-acetamide (223512-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

2: 91 percent / SOCl₂ / CHCl₃ / Heating

With lithium aluminium tetrahydride; thionyl chloride; In tetrahydrofuran; chloroform; 1: Reduction / 2: Chlorination;

DOI:10.1016/S0960-894X(00)00128-1

upstream raw materials:

N-acetyl(4-hydroxymethyl)benzylamine

p-aminomethylbenzoic acid

4-[(Acetylamino)methyl]-benzoic acid

4-(acetylamino-methyl)-benzoic acid methyl ester

Downstream raw materials:

N-(4-((4-phenylpiperazin-1-yl)methyl)phenylmethyl)acetamide

N-(4-((4-(4-methoxyphenyl)piperazin-1-yl)methyl)phenylmethyl)acetamide

N-(4-((4-(5-Chloropyridin-2-yl)piperazin-1-yl)methyl)phenylmethyl)acetamide

N-(4-((4-Acetylpiperazin-1-yl)methyl)phenylmethyl)acetamide