229496-83-7

Basic information

• Product Name: Azetidine, 3-bromo-, hydrobromide (1:1)
• Synonyms: 3-Bromo-azetidine HBr;Azetidine, 3-bromo-, hydrobromide (1:1)
• CAS NO: 229496-83-7
• Molecular Formula: BrH*C₃H₆BrN
• Molecular Weight: 216.903
• Mol File: 229496-83-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Azetidine, 3-bromo-, hydrobromide (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: Azetidine, 3-bromo-, hydrobromide (1:1)(229496-83-7)
• EPA Substance Registry System: Azetidine, 3-bromo-, hydrobromide (1:1)(229496-83-7)

Safety Data

• Hazardous Substances Data: 229496-83-7(Hazardous Substances Data)

Usage

General Description

Azetidine, 3-bromo-, hydrobromide (1:1) is a chemical compound that consists of an azetidine ring with a bromine atom attached to the third carbon, and a hydrobromide counterion. Azetidine, 3-bromo-, hydrobromide (1:1) is a solid at room temperature and is typically used in chemical research and synthesis. It may be employed as a building block in the creation of various organic compounds, and its structure and properties make it useful in the development of pharmaceuticals, agrochemicals, and other specialty chemicals. The hydrobromide salt form of the compound provides stability and solubility in aqueous and polar solvents, making it more versatile for use in various chemical reactions and applications. Overall, azetidine, 3-bromo-, hydrobromide (1:1) is an important chemical that has numerous potential uses in the field of organic chemistry.

Upstream product

• 19540-05-7 1-azabicyclo<1.1.0>butane 

Downstream Products

• 858940-94-0 N-benzyl-3-bromoazetidine 

Relevant articles and documents

Flow Technology for Telescoped Generation, Lithiation and Electrophilic (C3) Functionalization of Highly Strained 1-Azabicyclo[1.1.0]butanes

Strained compounds are privileged moieties in modern synthesis. In this context, 1-azabicyclo[1.1.0]butanes are appealing structural motifs that can be employed as click reagents or precursors to azetidines. We herein report the first telescoped continuous flow protocol for the generation, lithiation, and electrophilic trapping of 1-azabicyclo[1.1.0]butanes. The flow method allows for exquisite control of the reaction parameters, and the process operates at higher temperatures and safer conditions with respect to batch mode. The efficiency of this intramolecular cyclization/C3-lithiation/electrophilic quenching flow sequence is documented with more than 20 examples.

Synthesis of azetidine derivatives using 1-azabicyclo[1.1.0]butane

A THF solution of 1-azabicyclo[1.1.0]butane (2), obtained from 2,3-dibromopropylamine hydrobromide (1), was treated with HC1-EtOH, 48% HBr, ClCO2Et, Ts2O, HCO2H-2.7N HCl-MeOH, or Ac2O- 3N HCl to give the corresponding 3-monosubstituted and 1,3-disubstituted azetidine derivatives (3-7). Similar treatment of 2 with AcSH afforded 1-acetyl-3-acetylthioazetidine (8), which was converted to 1-(1,3-thiazolidin-2-yl)azetidine-3-thiol hydrochloride (10). The compound (2) and various bromides were heated to furnish 3-bromoazetidine derivatives (12b,c,e,f) and/or N,N-disubstituted 2,3-dibromopropylamines (13a, c-f). The reaction of 2 with benzoyl peroxide or N-bromosuccinimide gave each corresponding 1,3-disubustituted azetidine derivative (14 or 15).