2-chloro-N-[(1S)-1-phenylethyl]acetamide

Base Information

• Chemical Name: 2-chloro-N-[(1S)-1-phenylethyl]acetamide
• CAS No.: 36293-01-3
• Molecular Formula: C10H12 Cl N O
• Molecular Weight: 197.664
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70365234
• Nikkaji Number: J1.014.684D
• Wikidata: Q82149729
• Mol file: 36293-01-3.mol

Synonyms:2-chloro-N-[(1S)-1-phenylethyl]acetamide;36293-01-3;2-chloro-n-((1S)-1-phenylethyl)acetamide;Acetamide, 2-chloro-N-[(1S)-1-phenylethyl]-;CBDivE_001371;SCHEMBL2938094;DTXSID70365234;AKOS003239121;AKOS017391732;N-[(S)-alpha-Methylbenzyl]chloroacetamide;EN300-26283713;Z1562138590

Chemical Property of 2-chloro-N-[(1S)-1-phenylethyl]acetamide

Chemical Property:

• PSA: 32.59000
• LogP: 2.94290
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 197.0607417
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

2-chloro-N-[(1S)-1-phenylethyl]acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)NC(=O)CCl
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)NC(=O)CCl

Technology Process of 2-chloro-N-[(1S)-1-phenylethyl]acetamide

There total 4 articles about 2-chloro-N-[(1S)-1-phenylethyl]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: 100.0%

(S)-1-phenyl-ethylamine (2627-86-3) + chloroacetyl chloride (79-04-9) → 2-chloro-N-((1S)-1-phenylethyl)acetamide (36293-01-3)

Guidance literature:

In dichloromethane;

DOI:10.1016/j.tetlet.2003.09.216

Reference yield: 96.0%

Chloroiodomethane (593-71-5) + (S)-phenylethyl isocyanate (14649-03-7) → 2-chloro-N-((1S)-1-phenylethyl)acetamide (36293-01-3)

Guidance literature:

With methyllithium lithium bromide; In diethyl ether; at -78 ℃;

DOI:10.1039/c3cc44255a

Reference yield:

(E)-1-phenyl-N-(1-phenylethylidene)methanamine (14428-98-9,98325-59-8,98359-08-1) → 2-chloro-N-((1S)-1-phenylethyl)acetamide (36293-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: diborane; (1R,2S)-norephedrine / Inert atmosphere

2: triethylamine / benzene / 2.5 h / 20 °C / Inert atmosphere

With (1R,2S)-norephedrine; triethylamine; diborane; In benzene;

upstream raw materials:

(S)-1-phenyl-ethylamine

chloroacetyl chloride

(E)-1-phenyl-N-(1-phenylethylidene)methanamine

Chloroiodomethane

Downstream raw materials:

3(S)-3-methyl-1,4-di-<<(S)-1-phenylethyl>piperazine>-2,5-dione

(3R,6S)-1,4-N,N-((S)-1-phenyleth-1-yl)-3,6-dimethylpiperazine-2,5-dione

(3R,6R)-1,4-N,N-((S)-1-phenyleth-1-yl)-3,6-dimethylpiperazine-2,5-dione

(3S,6S)-1,4-N,N-((S)-1-phenyleth-1-yl)-3,6-dimethylpiperazine-2,5-dione