2-Cyanothiazole

Base Information

• Chemical Name: 2-Cyanothiazole
• CAS No.: 1452-16-0
• Molecular Formula: C4H2 N2 S
• Molecular Weight: 110.139
• Hs Code.: 2934100090
• European Community (EC) Number: 812-674-0
• ChEMBL ID: CHEMBL4534009
• DSSTox Substance ID: DTXSID90568381
• Nikkaji Number: J2.509.319D
• Wikidata: Q72508227
• Mol file: 1452-16-0.mol

Synonyms:2-CYANOTHIAZOLE;1452-16-0;thiazole-2-carbonitrile;1,3-thiazole-2-carbonitrile;MFCD09702472;2-Thiazolecarbonitrile;2-Cyanothiazol;SCHEMBL201781;CHEMBL4534009;DTXSID90568381;ZIRGWUZHKJDYKT-UHFFFAOYSA-N;3-CHLORO-ALANINEMETHYLESTER;AKOS006282959;AM85588;CS-W003625;PB31375;SB21706;AC-23466;AS-18114;SY013085;2-Cyanothiazole thiazole-2-carbonitrile;EN300-105447;Z1198221374

Chemical Property of 2-Cyanothiazole

Chemical Property:

• Vapor Pressure: 0.291mmHg at 25°C
• Refractive Index: 1.574
• Boiling Point: 202.5 °C at 760 mmHg
• PKA: -1.13±0.10(Predicted)
• Flash Point: 76.3 °C
• PSA: 64.92000
• Density: 1.33 g/cm³
• LogP: 1.01478
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 109.99386925
• Heavy Atom Count: 7
• Complexity: 104

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Cyanothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=N1)C#N
• Uses: 2-Cyanothiazole is used as a intermediate for pharmaceutical and chemical research.

Technology Process of 2-Cyanothiazole

There total 8 articles about 2-Cyanothiazole 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: 99.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + potassium ferrocyanide → thiazole-2-carbonitrile (1452-16-0)

Guidance literature:

With 1-methyl-1H-imidazole; copper(l) iodide; In toluene; at 160 ℃; for 16h; Product distribution / selectivity;

Reference yield: 99.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + potassium hexacyanoferrate(II) → thiazole-2-carbonitrile (1452-16-0)

Guidance literature:

copper(l) iodide; In various solvent(s); at 140 ℃; for 16h;

DOI:10.1002/chem.200700079

Reference yield: 73.0%

P-toluenesulfonyl cyanide (19158-51-1) + 2-(trimethylsilyl)thiazole (79265-30-8) → thiazole-2-carbonitrile (1452-16-0)

Guidance literature:

at 70 ℃; for 5h;

upstream raw materials:

thiazole-2-carboxamide

2-bromo-1,3-thiazole

copper(I) cyanide

P-toluenesulfonyl cyanide

Downstream raw materials:

thiazole-2-carboxamide

N-{3-[(cyclopentylsulfanyl)methyl]-4-methoxyphenyl}-1,3-thiazole-2-carboximidamide

1,3-thiazole-2-carboximidamide

C₁₅H₁₀FN₅S₂

Refernces

• 1、 Oh, Changmok,Kim, Hyuntae,Kang, Jong Soon,Yun, Jieun,Sim, Jaejun,Kim, Hwan-Mook,Han, Gyoonhee. "Synthetic strategy for increasing solubility of potential FLT3 inhibitor thieno[2,3-d]pyrimidine derivatives through structural modifications at the C2and C6positions". . p. 496 - 500. Retrieved 2017/01/16.
• 2、 Nandi, Ganesh C.,Laali, Kenneth K.. "Schmidt reaction in ionic liquids: Highly efficient and selective conversion of aromatic and heteroaromatic aldehydes to nitriles with [BMIM(SO3H)][OTf] as catalyst and [BMIM][PF6] as solvent". . p. 2177 - 2179. Retrieved 2013/04/24.