5-Bromoisothiazole

Base Information

• Chemical Name: 5-Bromoisothiazole
• CAS No.: 54390-97-5
• Molecular Formula: C3H2BrNS
• Molecular Weight: 164.026
• Hs Code.: 2934999090
• Mol file: 54390-97-5.mol

Synonyms:5-Bromoisothiazole;

Chemical Property of 5-Bromoisothiazole

Chemical Property:

• Vapor Pressure: 77.191mmHg at 25°C
• Refractive Index: 1.605
• Boiling Point: 85.581 °C at 760 mmHg
• Flash Point: 5.56 °C
• PSA: 41.13000
• Density: 1.857 g/cm³
• LogP: 1.90560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-Bromoisothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Bromoisothiazole, can be used in the synthesis of some 4-nitroisothiazoles, as potential antifungal agents. It is a derivative of Isothiazole (I917605), a versatile building block.

Technology Process of 5-Bromoisothiazole

There total 2 articles about 5-Bromoisothiazole 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: 21.0%

isothiazol (288-16-4) → 5-bromo-1,2-thiazole (54390-97-5)

Guidance literature:

isothiazol; With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 2h;

With bromine; In tetrahydrofuran; at -70 ℃; for 0.5h;

Reference yield:

→ 5-bromo-1,2-thiazole (54390-97-5)

Guidance literature:

Isothiazole 1. via isothiazol-5-yl Li, 2. bromine <-65 gradC>;

DOI:10.1039/jr9640000446

Reference yield: 58.8%

(R)-6-(3-dimethylaminopyrrolidin-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(4-(chlorodifluoromethoxy)phenyl)nicotinamide + 5-bromo-1,2-thiazole (54390-97-5) → (R)-6-(3-dimethylaminopyrrolidin-1-yl)-5-(isothiazol-5-yl)-N-(4-(chlorodifluoromethoxy)phenyl)nicotinamide

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,2-dimethoxyethane; water; at 100 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

upstream raw materials:

isothiazol

Downstream raw materials:

8-isothiazol-5-yl-3-(5-methyl-3-phenylisoxazol-4-yl)-5H-[1,2,4]triazolo[3,4-a]isoindole

1-[4-(2,2-dimethylpropyl)-1-trityl-1H-imidazol-2-yl]-2-(4-isothiazol-5-ylphenyl)propan-2-ol

C₂₀H₂₅N₃S

Refernces

• 1、 -. "Oral drug composition for vascular endothelial growth factor inhibitor". Paragraph 0110; 0146; 0169; 0170-0173; 0205-0209. . Retrieved 2017/07/19.
• 2、 -. "A method for inhibiting VEGF of the solid oral pharmaceutical composition (by machine translation)". Paragraph 0176; 0177; 0178; 0179; 0180; 0212-0216. . Retrieved 2017/07/20.