1,3-Thiazole-2-carboxamide

Base Information

• Chemical Name: 1,3-Thiazole-2-carboxamide
• CAS No.: 16733-85-0
• Molecular Formula: C₄H₄N₂OS
• Molecular Weight: 128.155
• Hs Code.: 2934100090
• European Community (EC) Number: 819-503-9
• DSSTox Substance ID: DTXSID30590762
• Nikkaji Number: J2.865.229A
• Wikidata: Q72508251
• Mol file: 16733-85-0.mol

Synonyms:1,3-Thiazole-2-carboxamide;16733-85-0;thiazole-2-carboxamide;2-Thiazolecarboxamide;MFCD08361702;thiazole carboxamide;SCHEMBL158422;1,3-Thiazole-2-carboxamide .;DTXSID30590762;QWEWLLNSJDTOKH-UHFFFAOYSA-N;AMY31380;BBL101110;STL554906;AKOS005256724;TS-00015;A3714;CS-0030426;EN300-191608;J-510338;Z1198177216

Chemical Property of 1,3-Thiazole-2-carboxamide

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 118 °C
• Refractive Index: 1.614
• Boiling Point: 283.76°C at 760 mmHg
• PKA: 14.92±0.50(Predicted)
• Flash Point: 125.414°C
• PSA: 84.22000
• Density: 1.411g/cm³
• LogP: 0.94230
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 128.00443393
• Heavy Atom Count: 8
• Complexity: 106

Purity/Quality:

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

1,3-Thiazole-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=N1)C(=O)N

Technology Process of 1,3-Thiazole-2-carboxamide

There total 7 articles about 1,3-Thiazole-2-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: 85.0%

thiazole-2-carboxylic acid ethyl ester (14527-42-5) → thiazole-2-carboxamide (16733-85-0)

Guidance literature:

With ammonia; In methanol; water; for 1h; Heating / reflux;

Reference yield: 82.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + Trichloroacetyl isocyanate (3019-71-4) → thiazole-2-carboxamide (16733-85-0)

Guidance literature:

2-bromo-1,3-thiazole; With TurboGrignard; zinc(II) chloride; In tetrahydrofuran; at 25 ℃; Inert atmosphere;

Trichloroacetyl isocyanate; In tetrahydrofuran; at -20 - 25 ℃; Inert atmosphere;

With methanol; potassium carbonate; In tetrahydrofuran; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol101469f

Reference yield: 61.0%

thiazole-2-carbonitrile (1452-16-0) → thiazole-2-carboxamide (16733-85-0)

Guidance literature:

With water extract of pomelo, peel; at 150 ℃; for 1h; Sealed tube; Green chemistry;

DOI:10.3390/molecules24213838

upstream raw materials:

thiazole-2-carboxylic acid ethyl ester

1,3-thiazole-2-carboxylic acid

1,3-thiazole-2-carbohydrazide

2-bromo-1,3-thiazole

Downstream raw materials:

Thiazole-2-carbaldehyde

(1,3-thiazol-2-yl)methanol

thiazole-2-carbonitrile

Refernces

• 1、 Huang, Yao,Chen, Tieqiao,Li, Qiang,Zhou, Yongbo,Yin, Shuang-Feng. "Copper catalysed direct amidation of methyl groups with N-H bonds". . p. 7289 - 7293. Retrieved 2015/07/01.
• 2、 -. "THIAZOLE PYRAZOLOPYRIMIDINES AS CRF1 RECEPTOR ANTAGONISTS". Page/Page column 26. . Retrieved 2008/06/13.