2-Ethynylthiazole

Base Information

• Chemical Name: 2-Ethynylthiazole
• CAS No.: 111600-85-2
• Molecular Formula: C5H3 N S
• Molecular Weight: 109.152
• European Community (EC) Number: 830-593-9
• ChEMBL ID: CHEMBL5195648
• DSSTox Substance ID: DTXSID40470001
• Nikkaji Number: J1.224.718D
• Mol file: 111600-85-2.mol

Synonyms:2-Ethynylthiazole;2-ethynyl-1,3-thiazole;111600-85-2;Thiazole, 2-ethynyl-;Thiazole, 2-ethynyl-;ethynylthiazole;THIAZOLE,2-ETHYNYL-;SCHEMBL577167;CHEMBL5195648;DTXSID40470001;MFCD13189814;AKOS026700304;AB69173;SY153608;EN300-135812;F2167-2861;Z1255400696

Chemical Property of 2-Ethynylthiazole

Chemical Property:

• Boiling Point: 183.6±23.0 °C(Predicted)
• PKA: 1.09±0.10(Predicted)
• PSA: 41.13000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 1.12440
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 108.99862027
• Heavy Atom Count: 7
• Complexity: 102

Purity/Quality:

98%min ^*data from raw suppliers

2-Ethynylthiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=NC=CS1

Technology Process of 2-Ethynylthiazole

There total 2 articles about 2-Ethynylthiazole 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: 74.0%

2-(trimethyl-silylethynyl)-1,3-thiazole (113705-15-0) → 2-(1-ethynyl)-1,3-thiazole (111600-85-2)

Guidance literature:

With potassium hydroxide; In methanol; for 0.416667h; Ambient temperature;

DOI:10.1021/jo00246a018

Reference yield: 70.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + trimethylsilylacetylene (1066-54-2) → 2-(1-ethynyl)-1,3-thiazole (111600-85-2)

Guidance literature:

With sodium hydroxide; In benzene; at 80 ℃; for 2h;

DOI:10.1007/s10593-006-0145-8

Reference yield: 97.0%

((2R,3R,4S,5R,6S)-3-acetoxy-4-azido-6-(((3R,4R,5S)-4-hydroxy-5-(4-phenyl-1H-1,2,3-triazol-1-yl)tetrahydro-2H-pyran-3-yl)thio)-5-methoxytetrahydro-2H-pyran-2-yl)methyl acetate + 2-(1-ethynyl)-1,3-thiazole (111600-85-2) → (2R,3R,4S,5R,6S)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)-6-(((3R,4R,5S)-4-hydroxy-5-(4-phenyl-1H-1,2,3-triazol-1-yl)tetrahydro-2H-pyran-3-yl)thio)-2-(hydroxymethyl)-5-methoxy-4-(4-(thiazol-2-yl)-1H-1,2,3-triazol-1-yl)tetrahydro-2H-pyran-3-ol

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In water; N,N-dimethyl-formamide; for 18h; Inert atmosphere;

upstream raw materials:

2-(trimethyl-silylethynyl)-1,3-thiazole

2-bromo-1,3-thiazole

trimethylsilylacetylene

Downstream raw materials:

2-(4-bromo-phenylethynyl)-thiazole

C₁₉H₁₀ClFN₄S

Refernces

• 1、 -. "TETRAHYDROPYRAN-BASED THIODISACCHARIDE MIMICS AS GALECTIN-3 INHIBITORS". Page/Page column 26. . Retrieved 2020/01/08.
• 2、 Li, Tiehai,Guo, Lina,Zhang, Yan,Wang, Jiajia,Li, Zhonghua,Lin, Lin,Zhang, Zhenxing,Li, Lei,Lin, Jianping,Zhao, Wei,Li, Jing,Wang, Peng George. "Design and synthesis of O-GlcNAcase inhibitors via 'click chemistry' and biological evaluations". experimental part. p. 1083 - 1092. Retrieved 2011/06/22.