2-Bromo-5-(bromomethyl)thiazole

Base Information

• Chemical Name: 2-Bromo-5-(bromomethyl)thiazole
• CAS No.: 131748-91-9
• Molecular Formula: C4H3Br2NS
• Molecular Weight: 256.949
• Hs Code.: 2934100090
• European Community (EC) Number: 854-301-4
• DSSTox Substance ID: DTXSID20431236
• Wikidata: Q72452132
• Mol file: 131748-91-9.mol

Synonyms:2-bromo-5-(bromomethyl)thiazole;131748-91-9;2-BROMO-5-BROMOMETHYL-THIAZOLE;2-bromo-5-(bromomethyl)-1,3-thiazole;2-bromo-5-bromomethylthiazole;Thiazole, 2-bromo-5-(bromomethyl)-;SCHEMBL1639997;AMY4696;DTXSID20431236;YYHRYECWWYONCH-UHFFFAOYSA-N;BCP33755;MFCD07368378;AKOS015897652;CS-W006237;AS-61674;EN300-171710;2-Bromo-5-(bromomethyl)-1,3-thiazole, AldrichCPR

Chemical Property of 2-Bromo-5-(bromomethyl)thiazole

Chemical Property:

• Melting Point: 64-66°C
• PSA: 41.13000
• LogP: 2.80050
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: Chloroform; Dichloromethane; DMSO; Ethyl Acetate
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 256.83325
• Heavy Atom Count: 8
• Complexity: 80.4

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-5-bromomethylthiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=N1)Br)CBr
• Uses: 2-Bromo-5-bromomethylthiazole is an intermediate in the synthesis of Deschloro-2-bromo-thiamethoxam (D290785), an impurity of thiamethoxam (T344180), which is a neonicotinoid insecticide. Reports show that when exposed to neonicotinid pesticides honeybees have probelms returnign home after foraging and bumblebee colonies grow poorly and produce fewer queens.

Technology Process of 2-Bromo-5-(bromomethyl)thiazole

There total 2 articles about 2-Bromo-5-(bromomethyl)thiazole 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: 78.0%

2-bromo-5-methyl-1,3-thiazole (41731-23-1) → 2-bromo-5-(bromomethyl)-1,3-thiazole (131748-91-9)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; water; at 90 ℃; for 3h; UV-irradiation; Reflux;

Reference yield: 70.0%

(2-bromothiazole-5-yl)methanol (687636-93-7) → 2-bromo-5-(bromomethyl)-1,3-thiazole (131748-91-9)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 0 - 20 ℃; for 16h;

Reference yield: 81.0%

2-bromo-5-(bromomethyl)-1,3-thiazole (131748-91-9) + N-[3-(1H-imidazol-2-yl)-2-phenyl-1-benzofuran-6-yl]methanesulfonamide hydrochloride → N-[(2-bromo-1,3-thiazol-5-yl)methyl]-N-[3-(1H-imidazol-2-yl)-2-phenyl-1-benzofuran-6-yl]methanesulfonamide (1383851-36-2)

Guidance literature:

N-[3-(1H-imidazol-2-yl)-2-phenyl-1-benzofuran-6-yl]methanesulfonamide hydrochloride; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

2-bromo-5-(bromomethyl)-1,3-thiazole; In N,N-dimethyl-formamide; at 20 ℃;

upstream raw materials:

(2-bromothiazole-5-yl)methanol

2-bromo-5-methyl-1,3-thiazole

Downstream raw materials:

N-[(2-bromo-1,3-thiazol-5-yl)methyl]-N-[3-(1H-imidazol-2-yl)-2-phenyl-1-benzofuran-6-yl]methanesulfonamide

2-bromo-5-thiazolylmethylamine