4-Cyanothiazole

Base Information

• Chemical Name: 4-Cyanothiazole
• CAS No.: 1452-15-9
• Molecular Formula: C4H2N2S
• Molecular Weight: 110.139
• Hs Code.: 2934100090
• European Community (EC) Number: 215-919-4
• UNII: F11233V4YM
• DSSTox Substance ID: DTXSID3027401
• Nikkaji Number: J565G
• Wikidata: Q27277491
• ChEMBL ID: CHEMBL3182229
• Mol file: 1452-15-9.mol

Synonyms:4-CYANOTHIAZOLE;1452-15-9;4-Thiazolecarbonitrile;1,3-thiazole-4-carbonitrile;thiazole-4-carbonitrile;C4H2N2S;UNII-F11233V4YM;DTXSID3027401;HSDB 5829;F11233V4YM;EINECS 215-919-4;MFCD00137817;4-cyanothiazole, AldrichCPR;SCHEMBL446583;DTXCID907401;CHEMBL3182229;AMY1638;C4-H2-N2-S;Tox21_301240;4-THIAZOLECARBONITRILE [HSDB];AKOS000803904;CS-W022172;NCGC00255314-01;DS-10713;CAS-1452-15-9;FT-0645819;EN300-106721;A884646;J-509233;Q27277491;Z1079456078

Chemical Property of 4-Cyanothiazole

Chemical Property:

• Vapor Pressure: 0.0505mmHg at 25°C
• Melting Point: 60-61℃
• Refractive Index: 1.574
• Boiling Point: 235.3 °C at 760 mmHg
• PKA: -1.45±0.10(Predicted)
• Flash Point: 96.1 °C
• PSA: 64.92000
• Density: 1.33 g/cm³
• LogP: 1.01478
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

99.9% ^*data from raw suppliers

4-Cyanothiazole ^*data from reagent suppliers

Safty Information:

• Statements: 10-20/21/22-36
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: C1=C(N=CS1)C#N

Technology Process of 4-Cyanothiazole

There total 10 articles about 4-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: 95.0%

1,3-thiazole-4-carbaldehyde (3364-80-5) → thiazole-4-carbonitrile (1452-15-9)

Guidance literature:

With hydroxylamine hydrochloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In ethyl acetate; N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1055/s-0029-1218388

Reference yield: 93.0%

zinc(II) cyanide (557-21-1) + 4-bromo-1,3-thiazole (34259-99-9) → thiazole-4-carbonitrile (1452-15-9)

Guidance literature:

With C₁₂H₁₀N^(1-)*CH₃O₃S^(1-)*Pd⁽²⁺⁾*C₃₉H₃₂OP₂; In tetrahydrofuran; water; at 65 ℃; for 4h; Micellar solution;

DOI:10.1002/cctc.202001742

Reference yield: 89.0%

potassiumhexacyanoferrate(II) trihydrate + 4-bromo-1,3-thiazole (34259-99-9) → thiazole-4-carbonitrile (1452-15-9)

Guidance literature:

With C₄₂H₅₈NO₃PPdS^(2-); potassium acetate; tert-butyl XPhos; In 1,4-dioxane; water; at 100 ℃; for 1h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201304188

upstream raw materials:

1,3-thiazole-4-carboxamide

ethyl thioformate

N-formylamino-acetonitrile

thiocarboxamide

Downstream raw materials:

4-TEA

thiabendazole

1-(thiazol-4-yl)ethan-1-one

thiazole-4-carbothioamide

Refernces

• 1、 Brookes,P. et al.. "-". . p. 916 - 925. Retrieved 1960.
• 2、 Hartman,G.D.,Weinstock,L.M.. "-". . p. 681 - 682. Retrieved 1976.
• 3、 -. "Corresponding amine nitrile and method of manufacturing thereof". Paragraph 0150; 0151; 0152; 0162. . Retrieved 2018/05/07.