4-(Chloromethyl)-1-phenylazetidin-2-one

Base Information

• Chemical Name: 4-(Chloromethyl)-1-phenylazetidin-2-one
• CAS No.: 77692-60-5
• Molecular Formula: C10H10ClNO
• Molecular Weight: 195.648
• DSSTox Substance ID: DTXSID80504495
• Nikkaji Number: J586.522K
• Mol file: 77692-60-5.mol

Synonyms:4-(Chloromethyl)-1-phenylazetidin-2-one;77692-60-5;SCHEMBL11073720;DTXSID80504495

Chemical Property of 4-(Chloromethyl)-1-phenylazetidin-2-one

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 195.0450916
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(N(C1=O)C2=CC=CC=C2)CCl

Technology Process of 4-(Chloromethyl)-1-phenylazetidin-2-one

There total 4 articles about 4-(Chloromethyl)-1-phenylazetidin-2-one 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: 85.0%

4-hydroxymethyl-1-phenyl-2-azetidinone (65837-49-2) → 4-chloromethyl-1-phenylazetidin-2-one (77692-60-5)

Guidance literature:

With thionyl chloride; In pyridine; benzene; for 1.5h; Heating;

DOI:10.1002/cber.19811140341

Reference yield:

1-Phenyl-4-oxo-azetidin-2-carbonsaeure (77692-61-6) → 4-chloromethyl-1-phenylazetidin-2-one (77692-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / BH₃ / tetrahydrofuran / 17 h / Ambient temperature

2: 85 percent / SOCl₂ / benzene; pyridine / 1.5 h / Heating

With thionyl chloride; borane; In tetrahydrofuran; pyridine; benzene;

DOI:10.1002/cber.19811140341

Reference yield:

4-Oxo-1-phenyl-azetidin-2-carbonsaeure-ethylester (76228-12-1) → 4-chloromethyl-1-phenylazetidin-2-one (77692-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / NaBH₄ / methanol

2: 53 percent / methanesulfonyl chloride / pyridine / 0.5 h / Heating

With sodium tetrahydroborate; methanesulfonyl chloride; In pyridine; methanol;

upstream raw materials:

4-hydroxymethyl-1-phenyl-2-azetidinone

1-Phenyl-4-oxo-azetidin-2-carbonsaeure

4-Oxo-1-phenyl-azetidin-2-carbonsaeure-ethylester

diethyl 4-oxo-1-phenylazetidine-2,2-dicarboxylate

Downstream raw materials:

(4-oxo-1-phenylazetidin-2-ylmethyl)ammonium chloride

C₂₈H₂₅N₂OP

4-({[1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-amino}-methyl)-1-phenyl-azetidin-2-one

4-azidomethyl-1-phenylazetidin-2-one