Thiazole-5-carboxaldehyde

Base Information

• Chemical Name: Thiazole-5-carboxaldehyde
• CAS No.: 1003-32-3
• Molecular Formula: C4H3NOS
• Molecular Weight: 113.14
• Hs Code.: 29341000
• European Community (EC) Number: 627-142-1
• DSSTox Substance ID: DTXSID30378567
• Nikkaji Number: J697.227F
• Wikidata: Q72508244
• ChEMBL ID: CHEMBL2228158
• Mol file: 1003-32-3.mol

Synonyms:1003-32-3;Thiazole-5-carboxaldehyde;Thiazole-5-carbaldehyde;5-Thiazolecarboxaldehyde;thiazole-5-carboxyaldehyde;1,3-thiazole-5-carbaldehyde;5-FORMYLTHIAZOLE;MFCD02179516;thiazole-5-aldehyde;SCHEMBL194323;1,3-Thiazole-5-carboxaldehyde;5-Thiazolecarboxaldehyde, 95%;CHEMBL2228158;DTXSID30378567;ZXRLWHGLEJGMNO-UHFFFAOYSA-N;BCP23485;CS-D0828;BDBM50486224;AKOS005146055;AB11293;AC-7648;PS-3351;SY005766;AM20070641;BB 0262291;F0908;FT-0633228;EN300-65149;W-204363

Chemical Property of Thiazole-5-carboxaldehyde

Chemical Property:

• Vapor Pressure: 0.102mmHg at 25°C
• Melting Point: 229 °C (decomp)
• Refractive Index: 1.5874
• Boiling Point: 222.4 °C at 760 mmHg
• PKA: 0.94±0.10(Predicted)
• Flash Point: 88.3 °C
• PSA: 58.20000
• Density: 1.35 g/cm³
• LogP: 0.95560
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 112.99353489
• Heavy Atom Count: 7
• Complexity: 76.1

Purity/Quality:

Thiazole-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-43-36-22
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC=N1)C=O
• Uses: Thiazole-5-carboxaldehyde is used in the synthesis of imidazoles with cardiomyocyte proliferation activity for heart disease treatments.

Technology Process of Thiazole-5-carboxaldehyde

There total 8 articles about Thiazole-5-carboxaldehyde 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: 91.0%

2,4-dibromo-1,3-thiazole-5-carbaldehyde (139669-95-7) → thiazole-5-carboxaldehyde (1003-32-3)

Guidance literature:

With hydrogen; sodium acetate; palladium on activated charcoal; In methanol; at 23 ℃; for 12h;

DOI:10.1080/00397919508011485

Reference yield: 72.0%

2,4-dichlorothiazole-5-carboxaldehyde (92972-48-0) → thiazole-5-carboxaldehyde (1003-32-3)

Guidance literature:

With hydrogen; sodium acetate; palladium on activated charcoal; In methanol; at 55 ℃; for 15h;

DOI:10.1080/00397919508011485

Reference yield: 72.0%

thiazol-5-yl-methanol (38585-74-9) → thiazole-5-carboxaldehyde (1003-32-3)

Guidance literature:

thiazol-5-yl-methanol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -80 ℃; for 0.25h;

With triethylamine; In dichloromethane; at -80 - 20 ℃;

DOI:10.1021/acs.jmedchem.9b02149

upstream raw materials:

2-Trimethylsilanyl-thiazole-5-carbaldehyde

2,4-dichlorothiazole-5-carboxaldehyde

2,4-dibromo-1,3-thiazole-5-carbaldehyde

thiazol-5-yl-methanol

Downstream raw materials:

[4-(3,3-Diphenyl-propionyl)-piperazin-1-yl]-thiazol-5-yl-acetonitrile

1,3-thiazole-5-carbaldehyde oxime

thiazol-5-yl-methanol

5-[1-(R*,S*)-hydroxy-3-cyclohexylpropyl]thiazole

Refernces

• 1、 Kerdesky,Seif. "Catalytic hydrogenation of halothiazoles". . p. 4081 - 4086. Retrieved 1995.
• 2、 -. "SUBSTITUTED HETEROCYCLICS WITH THERAPEUTIC ACTIVITY IN HIV". Paragraph 0230-0234. . Retrieved 2021/05/29.
• 3、 -. "6-O-substituted erythromycin derivatives having improved gastrointestinal tolerance". Page/Page column 26. . Retrieved 2008/06/13.