221244-58-2

Basic information

• Product Name: 1,2-Benzenediol, 5-bromo-3-ethyl- (9CI)
• Synonyms: 1,2-Benzenediol, 5-bromo-3-ethyl- (9CI)
• CAS NO: 221244-58-2
• Molecular Formula: C8H9BrO2
• Molecular Weight: 217.05986
• Product Categories: ALCOHOL
• Mol File: 221244-58-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,2-Benzenediol, 5-bromo-3-ethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzenediol, 5-bromo-3-ethyl- (9CI)(221244-58-2)
• EPA Substance Registry System: 1,2-Benzenediol, 5-bromo-3-ethyl- (9CI)(221244-58-2)

Safety Data

• Hazardous Substances Data: 221244-58-2(Hazardous Substances Data)

Usage

Type of compound

Chemical compound

Derivative of

Catechol (a natural phenol found in various fruits and vegetables)

Usage

a. Synthesis of various organic compounds
b. Reagent in chemical reactions
c. Potential applications in pharmaceutical and agrochemical industries
d. Research laboratories for organic synthesis

Structural properties

a. Contains a benzene ring with two hydroxyl (-OH) groups at the 1 and 2 positions
b. A bromine atom at the 5 position
c. An ethyl group (-CH2CH3) attached to the 3 position

Physicochemical properties

Useful building block for creating more complex organic molecules in the laboratory

Upstream product

• 57704-12-8 5-bromo-3-ethylsalicylaldehyde 

Relevant articles and documents

Development of a scalable process for CI-1034, an endothelin antagonist

A concise, convergent multikilogram synthesis of CI-1034 (1), a potent endothelin receptor antagonist, is described. A 15-step preparation from commercially available o-vanillin and benzenesulfonyl chloride employs a remarkably robust Suzuki coupling between a boronic acid and an aromatic sulfonate ester as the key synthetic step. A scalable route capable of producing multikilogram quantities of CI-1034 with no chromatographic steps is described in this contribution. Improvements to the process included using a 4-fluorobenzenesulfonate ester as a suitable substitute for the triflate group in the Suzuki reaction and the use of MgCl2 as a substitute for TiCl4 in a Dieckmann condensation to provide the benzothiazine dioxide core.