Ethyl 2,5-dibromothiazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 2,5-dibromothiazole-4-carboxylate
• CAS No.: 208264-60-2
• Molecular Formula: C6H5Br2NO2S
• Molecular Weight: 314.98
• Hs Code.: 2934100090
• European Community (EC) Number: 687-951-0
• DSSTox Substance ID: DTXSID40586050
• Nikkaji Number: J1.794.618H
• Wikidata: Q72474185
• Mol file: 208264-60-2.mol

Synonyms:Ethyl 2,5-dibromothiazole-4-carboxylate;208264-60-2;Ethyl 2,5-dibromo-1,3-thiazole-4-carboxylate;C6H5Br2NO2S;ethyl2,5-dibromothiazole-4-carboxylate;MFCD09265487;4-Thiazolecarboxylic acid, 2,5-dibromo-, ethyl ester;2,5-DIBROMO-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;Ethyl 2,5-dibromo-4-thiazolecarboxylate;SCHEMBL8726638;DTXSID40586050;AKOS015835067;DS-0640;MCULE-5947205251;PS-7069;SY046592;DB-066339;A4531;AM20090173;CS-0030443;EN300-238350;W-206564;F2158-0658

Chemical Property of Ethyl 2,5-dibromothiazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.000206mmHg at 25°C
• Refractive Index: 1.602
• Boiling Point: 327.2 °C at 760 mmHg
• Flash Point: 151.7 °C
• PSA: 67.43000
• Density: 1.982 g/cm³
• LogP: 2.84480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 314.83873
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 2,5-dibromo-1,3-thiazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(SC(=N1)Br)Br

Technology Process of Ethyl 2,5-dibromothiazole-4-carboxylate

There total 3 articles about Ethyl 2,5-dibromothiazole-4-carboxylate 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:

2-amino-4-ethoxycarbonyl-1,3-thiazolehydrobromide (127942-30-7) → ethyl 2-bromothiazole-4-carboxylate (100367-77-9) + 2,5-dibromo-1,3-thiazole-4-carboxylic acid ethyl ester (208264-60-2)

Guidance literature:

With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 0 - 20 ℃; for 2h;

DOI:10.1016/S0957-4166(98)00104-9

Reference yield:

2-amino-5-bromthiazol-4-carbonic acid ethyl ester (61830-21-5) → 2,5-dibromo-1,3-thiazole-4-carboxylic acid ethyl ester (208264-60-2)

Guidance literature:

With copper(ll) bromide; isopentyl nitrite; In acetonitrile; at 0 ℃; for 2h;

DOI:10.1016/S0040-4039(02)01556-3

Reference yield:

2-aminothiazole-4-carboxylate (5398-36-7) → 2,5-dibromo-1,3-thiazole-4-carboxylic acid ethyl ester (208264-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-bromosuccinimide / acetonitrile / 20 °C

2: CuBr₂; isoamylnitrite / acetonitrile / 2 h / 0 °C

With N-Bromosuccinimide; copper(ll) bromide; isopentyl nitrite; In acetonitrile;

DOI:10.1016/S0040-4039(02)01556-3

upstream raw materials:

2-amino-4-ethoxycarbonyl-1,3-thiazolehydrobromide

2-amino-5-bromthiazol-4-carbonic acid ethyl ester

2-aminothiazole-4-carboxylate

Downstream raw materials:

(2,5-dibromo-1,3-thiazol-4-yl)methanol

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