2-Bromo-4-(bromomethyl)thiazole

Base Information

• Chemical Name: 2-Bromo-4-(bromomethyl)thiazole
• CAS No.: 180597-85-7
• Molecular Formula: C4H3Br2NS
• Molecular Weight: 256.949
• Hs Code.: 2934100090
• European Community (EC) Number: 691-728-3
• DSSTox Substance ID: DTXSID90693364
• Wikidata: Q82622413
• Mol file: 180597-85-7.mol

Synonyms:2-Bromo-4-(bromomethyl)thiazole;180597-85-7;2-Bromo-4-bromomethyl-thiazole;2-bromo-4-(bromomethyl)-1,3-thiazole;SCHEMBL1230092;DTXSID90693364;PUUHOIJJZAGFNK-UHFFFAOYSA-N;BCP33753;MFCD08273952;AKOS015900729;AT14625;2-Bromo-4-bromomethyl-thiazole, AldrichCPR;EN300-1608112

Chemical Property of 2-Bromo-4-(bromomethyl)thiazole

Chemical Property:

• PSA: 41.13000
• LogP: 2.80050
• Storage Temp.: 2-8°C
• 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:

99% ^*data from raw suppliers

2-Bromo-4-(bromomethyl)thiazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=C(S1)Br)CBr

Technology Process of 2-Bromo-4-(bromomethyl)thiazole

There total 2 articles about 2-Bromo-4-(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: 60.0%

(2-bromo-1,3-thiazol-4-yl)methanol (5198-86-7) → 2-bromo-4-(bromomethyl)-1,3-thiazole (180597-85-7)

Guidance literature:

With phosphorus(V) oxybromide; In dichloromethane; at 0 - 20 ℃;

Reference yield:

4-(chloromethyl)thiazol-2-amine hydrochloride (59608-97-8) → 2-bromo-4-(bromomethyl)-1,3-thiazole (180597-85-7) + 2-bromo-4-chloromethyl-1,3-thiazole (5198-77-6)

Guidance literature:

4-(chloromethyl)thiazol-2-amine hydrochloride; With sulfuric acid; sodium nitrite; In water; for 0.333333h;

With hydrogen bromide; In water; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.6b00442

Reference yield: 94.0%

2-bromo-4-(bromomethyl)-1,3-thiazole (180597-85-7) + N-hydroxy-1-[3-(methylsulfanyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine (1187836-98-1) → N-[(2-bromo-1,3-thiazol-4-yl)methoxy]-1-[3-(methylsulfanyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine (1187836-73-2)

Guidance literature:

With caesium carbonate; potassium iodide; In acetonitrile; at 25 ℃; for 6h;

upstream raw materials:

(2-bromo-1,3-thiazol-4-yl)methanol

4-(chloromethyl)thiazol-2-amine hydrochloride

Downstream raw materials:

N-[(2-bromo-1,3-thiazol-4-yl)methoxy]-1-(1-methyl-1H-tetrazol-5-yl)-1-phenyl-methanimine

N-[(2-bromo-1,3-thiazol-4-yl)methoxy]-1-[3-(methylsulfanyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine

3-[{[(2-bromo-1,3-thiazol-4-yl)methoxy]imino}(1-methyl-1H-tetrazol-5-yl)methyl]-N,N-dimethylaniline

N-[(2-bromo-1,3-thiazol-4-yl)methoxy]-1-(5-methyl-1H-tetrazol-1-yl)-1-phenylmethanimine