Imidazo[2,1-b][1,3]benzothiazole-2-carbaldehyde

Base Information

• Chemical Name: Imidazo[2,1-b][1,3]benzothiazole-2-carbaldehyde
• CAS No.: 114095-04-4
• Molecular Formula: C10H6N2OS
• Molecular Weight: 202.236
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID10402374
• Wikidata: Q82205775
• Mol file: 114095-04-4.mol

Synonyms:114095-04-4;Benzo[d]imidazo[2,1-b]thiazole-2-carbaldehyde;imidazo[2,1-b][1,3]benzothiazole-2-carbaldehyde;Imidazo[2,1-b]benzothiazole-2-carboxaldehyde;2-Formyl-Imidazo[2,1-b]-benzthiazole;SCHEMBL2928228;AMY1761;DTXSID10402374;AYWXAXVILRRBCO-UHFFFAOYSA-N;MFCD03644614;AKOS015854105;AS-6230;CS-0335296;FT-0697337;SR-01000385681;SR-01000385681-1;7-thia-2,5-diazatricyclo[6.4.0.0?,?]dodeca-1(12),3,5,8,10-pentaene-4-carbaldehyde

Chemical Property of Imidazo[2,1-b][1,3]benzothiazole-2-carbaldehyde

Chemical Property:

• Melting Point: 208-209 °C
• PKA: 3.14±0.40(Predicted)
• PSA: 62.61000
• Density: 1.49±0.1 g/cm3(Predicted)
• LogP: 2.36150
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 202.02008399
• Heavy Atom Count: 14
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

Benzo[d]imidazo[2,1-b]thiazole-2-carbaldehyde 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N3C=C(N=C3S2)C=O

Technology Process of Imidazo[2,1-b][1,3]benzothiazole-2-carbaldehyde

There total 7 articles about Imidazo[2,1-b][1,3]benzothiazole-2-carbaldehyde 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: 79.0%

imidazo[2,1-b]benzothiazole-2-methanol (114095-02-2) → 2-formylimidazo[2,1-b]benzothiazole (114095-04-4)

Guidance literature:

With manganese(IV) oxide; In chloroform; for 16h;

DOI:10.1021/jm00401a025

Reference yield:

ethyl imidazo[2,1-b]-benzthiazole-2-carboxylate (64951-05-9) → 2-formylimidazo[2,1-b]benzothiazole (114095-04-4)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

2: 800 mg / MnO₂ / CHCl₃ / 24 h / Heating

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; chloroform;

DOI:10.1021/jm049680x

Reference yield:

2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) → 2-formylimidazo[2,1-b]benzothiazole (114095-04-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / 1,2-dimethoxy-ethane / 6 h / Heating

2: LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

3: 800 mg / MnO₂ / CHCl₃ / 24 h / Heating

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; 1,2-dimethoxyethane; chloroform;

DOI:10.1021/jm049680x

upstream raw materials:

imidazo[2,1-b]benzothiazole-2-methanol

2-amino-benzthiazole

ethyl imidazo[2,1-b]-benzthiazole-2-carboxylate

2-amino-6-ethylbenzo[d]thiazole

Downstream raw materials:

4-nitrobenzyl 6-[(acetyloxy)(imidazo[2,1-b][1,3]benzothiazol-2-yl)methyl]-6-bromo-7-oxo-4-thia-1-azabicylco[3.2.0]hept-2-ene-2-carboxylate

Benzo[d]imidazo[2,1-b]thiazol-2-yl-phenyl-methanone

Refernces

• 1、 -. "Tricyclic 6-alkylidene-penems as class-D beta-lactamases inhibitors". Page/Page column 9. . Retrieved 2010/11/25.
• 2、 -. "Process for preparing 6-alkylidene penem derivatives". . . Retrieved 2008/06/13.