(2E)-2-[(4-chlorophenyl)methylidene]-5,6-dihydroimidazo[2,1-b][1,3]thiazol-3-one

Base Information

• Chemical Name: (2E)-2-[(4-chlorophenyl)methylidene]-5,6-dihydroimidazo[2,1-b][1,3]thiazol-3-one
• CAS No.: 21108-70-3
• Molecular Formula: C₁₂H₉ClN₂OS
• Molecular Weight: 264.735
• NSC Number: 108999
• Mol file: 21108-70-3.mol

Synonyms:NSC108999;21108-70-3;NSC-108999

Chemical Property of (2E)-2-[(4-chlorophenyl)methylidene]-5,6-dihydroimidazo[2,1-b][1,3]thiazol-3-one

Chemical Property:

• Vapor Pressure: 3.54E-07mmHg at 25°C
• Boiling Point: 417.5°Cat760mmHg
• Flash Point: 206.3°C
• Density: 1.49g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 264.0124118
• Heavy Atom Count: 17
• Complexity: 399

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2C(=O)C(=CC3=CC=C(C=C3)Cl)SC2=N1
• Isomeric SMILES: C1CN2C(=O)/C(=C\C3=CC=C(C=C3)Cl)/SC2=N1

Technology Process of (2E)-2-[(4-chlorophenyl)methylidene]-5,6-dihydroimidazo[2,1-b][1,3]thiazol-3-one

There total 3 articles about (2E)-2-[(4-chlorophenyl)methylidene]-5,6-dihydroimidazo[2,1-b][1,3]thiazol-3-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: 52.0%

C11H13ClO2 + 4,5-dihydro-1H-imidazole-2-thiol (96-45-7) → 2-(p-chlorobenzylidene)-5,6-dihydroimidazo<2,1-b>thiazolidin-3-one (21108-70-3)

Guidance literature:

4,5-dihydro-1H-imidazole-2-thiol; With pyridine; chloroacetic acid ethyl ester; In ethanol; for 4h; Reflux;

C₁₁H₁₃ClO₂; With piperidine; In ethanol; for 1h; Reflux;

DOI:10.13005/ojc/280349

Reference yield:

N,N'-ethylenethiourea (96-45-7) + 4-chlorobenzaldehyde (104-88-1) + chloroacetic acid ethyl ester (105-39-5) → 2-(p-chlorobenzylidene)-5,6-dihydroimidazo<2,1-b>thiazolidin-3-one (21108-70-3)

Guidance literature:

With piperidine; In ethanol; Heating;

Reference yield:

4-chlorobenzaldehyde (104-88-1) + chloroacetic acid ethyl ester (105-39-5) + 4,5-dihydro-1H-imidazole-2-thiol (96-45-7) → 2-(p-chlorobenzylidene)-5,6-dihydroimidazo<2,1-b>thiazolidin-3-one (21108-70-3)

Guidance literature:

With piperidine; pyridine; Yield given. Multistep reaction; 1.) EtOH, reflux, 4 h, 2.) EtOH, reflux, 4 h;

upstream raw materials:

N,N'-ethylenethiourea

4-chlorobenzaldehyde

chloroacetic acid ethyl ester

4,5-dihydro-1H-imidazole-2-thiol

Downstream raw materials:

2,3-Diphenyl-3,3a,6,7-tetrahydro-2H-imidazo[2,1-b]pyrazolo[3,4-d]thiazole

3-p-chlorophenyl-2-phenyl-3,3a,6,7-tetrahydro-2H-imidazo<2,1-a>pyrazolo<3,4-d>thiazole

3-(4-Chloro-phenyl)-3,3a,6,7-tetrahydro-2H-imidazo[2,1-b]pyrazolo[3,4-d]thiazole

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