6-Methylimidazo[2,1-b][1,3]thiazole-5-carboxamide

Base Information

• Chemical Name: 6-Methylimidazo[2,1-b][1,3]thiazole-5-carboxamide
• CAS No.: 83253-39-8
• Molecular Formula: C₇H₇N₃OS
• Molecular Weight: 181.218
• NSC Number: 332740
• DSSTox Substance ID: DTXSID50318581
• Wikidata: Q82074408
• Mol file: 83253-39-8.mol

Synonyms:NSC332740;83253-39-8;NSC 332740;6-methylimidazo[2,1-b][1,3]thiazole-5-carboxamide;Imidazo[2,1-b]thiazole-5-carboxamide, 6-methyl-;SCHEMBL951841;DTXSID50318581;AKOS005145346;NSC-332740;6-methylimidazo[2,1-b]thiazole-5-carboxamide

Chemical Property of 6-Methylimidazo[2,1-b][1,3]thiazole-5-carboxamide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.62g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 181.03098303
• Heavy Atom Count: 12
• Complexity: 211

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N2C=CSC2=N1)C(=O)N

Technology Process of 6-Methylimidazo[2,1-b][1,3]thiazole-5-carboxamide

There total 5 articles about 6-Methylimidazo[2,1-b][1,3]thiazole-5-carboxamide 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: 32.0%

ethyl 6-methylimidazo<2.1-b>thiazole-5-carboxylate (57626-37-6) → 6-methylimidazo<2,1-b>thiazol-5-carboxamide (83253-39-8)

Guidance literature:

ethyl 6-methylimidazo<2.1-b>thiazole-5-carboxylate; With water; sodium hydroxide; In methanol; at 20 ℃; for 24h;

With hydrogenchloride; In methanol; water;

With thionyl chloride; In toluene; at 100 ℃; for 24h;

Reference yield:

6-methyl-imidazo[2,1-b]thiazole-5-carbaldehyde (75001-31-9) → 6-methylimidazo<2,1-b>thiazol-5-carboxamide (83253-39-8)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. hydroxylamine hydrochloride, 32 percent NH₄OH / ethanol / 0.17 h / Heating

2: SOCl₂

3: 1.) conc. H₂SO₄; 2.) 32 percent NH₄OH / 1.) 40 deg C, 2 h; 2.) ice

With ammonium hydroxide; thionyl chloride; sulfuric acid; hydroxylamine hydrochloride; In ethanol;

Reference yield:

6-methylimidazo[2,1-b][1,3]thiazole-5-carbonitrile (83253-34-3) → 6-methylimidazo<2,1-b>thiazol-5-carboxamide (83253-39-8)

Guidance literature:

With ammonium hydroxide; sulfuric acid; Yield given. Multistep reaction; 1.) 40 deg C, 2 h; 2.) ice;

upstream raw materials:

ethyl 6-methylimidazo<2.1-b>thiazole-5-carboxylate

6-methylimidazo[2,1-b][1,3]thiazole-5-carbonitrile

6-methylimidazo<2,1-b>thiazole-5-carboxylic acid

6-Methyl-imidazo[2,1-b]thiazole-5-carbaldehyde oxime

Downstream raw materials:

6-methylimidazo[2,1-b][1,3]thiazole-5-carbonitrile

N-(6-Methylimidazo<2,1-b>thiazol-5-acyl)-N'-(p-chlorophenyl)urea