2-Bromo-4-methylthiazole-5-carboxylic acid

Base Information

• Chemical Name: 2-Bromo-4-methylthiazole-5-carboxylic acid
• CAS No.: 40003-41-6
• Molecular Formula: C5H4BrNO2S
• Molecular Weight: 222.062
• Hs Code.: 2934100090
• European Community (EC) Number: 626-255-3
• DSSTox Substance ID: DTXSID10384969
• Wikidata: Q72448127
• ChEMBL ID: CHEMBL5174817
• Mol file: 40003-41-6.mol

Synonyms:2-Bromo-4-methylthiazole-5-carboxylic acid;40003-41-6;2-bromo-4-methyl-1,3-thiazole-5-carboxylic acid;2-Bromo-4-methyl-thiazole-5-carboxylic acid;MFCD03822128;5-Thiazolecarboxylic acid, 2-bromo-4-methyl-;2-bromo-4-methyl-5-thiazolecarboxylic acid;Maybridge3_004237;2-Bromo-4-methylthiazol-5-carboxylic acid;SCHEMBL241856;CHEMBL5174817;DTXSID10384969;HMSQZHBSTZZNGI-UHFFFAOYSA-N;HMS1443A13;BBL101097;CCG-50803;GEO-02509;STL554891;AKOS005257021;AC-9352;CS-W008454;IDI1_015624;AS-18343;SY109880;2-Bromo-4-methylthiazole-5-carboxylicacid;2-bromo-4-methyl-5-thiazole carboxylic acid;AM20100058;B5336;FT-0611460;EN300-110944;2-Bromo-4-methylthiazole-5-carboxylic acid, 96%;A824844;SR-01000640148-1;W-200348;Z1269127046

Chemical Property of 2-Bromo-4-methylthiazole-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.75E-05mmHg at 25°C
• Melting Point: 158 °C (dec.)
• Refractive Index: 1.639
• Boiling Point: 349.5 °C at 760 mmHg
• PKA: 2.16±0.37(Predicted)
• Flash Point: 165.2 °C
• PSA: 78.43000
• Density: 1.895g/cm³
• LogP: 1.91220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 220.91461
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99.0%, High purity. ^*data from raw suppliers

2-Bromo-4-methyl-5-thiazolecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC(=N1)Br)C(=O)O
• Uses: 2-Bromo-4-methyl-5-thiazolecarboxylic Acid, is a heterocyclic building block used for the preparation of various chemicals. It is used in the synthesis of new azole Antifungals.

Technology Process of 2-Bromo-4-methylthiazole-5-carboxylic acid

There total 4 articles about 2-Bromo-4-methylthiazole-5-carboxylic acid 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: 100.0%

ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate (22900-83-0) → 2-bromo-4-methyl-thiazole-5-carboxylic acid (40003-41-6)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; ethanol; at 50 ℃;

DOI:10.1002/cmdc.202100321

Reference yield: 63.0%

2-amino-4-methyl-thiazole-5-carboxylic acid (67899-00-7) → 2-bromo-4-methyl-thiazole-5-carboxylic acid (40003-41-6)

Guidance literature:

With tert.-butylnitrite; copper(I) bromide; In acetonitrile; for 2h; Heating / reflux;

Reference yield:

ethyl-2-amino-4-methylthiazole-5-carboxylate (7210-76-6) → 2-bromo-4-methyl-thiazole-5-carboxylic acid (40003-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) aq. HBr, NaNO₂, (ii) CuBr

2: NaOH / methanol

With sodium hydroxide; In methanol;

upstream raw materials:

ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate

ethyl-2-amino-4-methylthiazole-5-carboxylate

2-amino-4-methyl-thiazole-5-carboxylic acid

Downstream raw materials:

4-methyl-2-phenoxy-thiazole-5-carboxylic acid anilide

4-methyl-2-phenylsulfanyl-thiazole-5-carboxylic acid anilide

2-butylsulfanyl-4-methyl-thiazole-5-carboxylic acid anilide

dimethyl-dithiocarbamic acid 4-methyl-5-phenylcarbamoyl-thiazol-2-yl ester

Refernces

• 1、 -. "METHODS OF TREATMENT WITH AMINOLEVULINIC ACID SYNTHASE 2 (ALAS2) MODULATORS". Paragraph 00144. . Retrieved 2020/12/29.
• 2、 Sudhakar,Thirupathi,Balakishan,Narsima chary,Ravi. "Facile synthesis of novel (1-Aryl/alkyl-1H-1,2,3-triazol- 4-yl)methyl-2-bromo-4-methylthiazole-5-carboxylates by Cu(I) catalyzed click reaction". . p. 1722 - 1729. Retrieved 2016/08/26.