120427-94-3

Basic information

• Product Name: 2-(2-BROMOETHYL)-BETA-NITROSTYRENE
• Synonyms: 2-(2-BROMOETHYL)-BETA-NITROSTYRENE;2-(2-Bromoethyl)-B-Nitrostyrene;1-(2-BROMOETHYL)-2-(2-NITROETHENYL)-BENZENE;2-(2-Bromoethyl)-β-nitrostyrene;1-(2-BroMoethyl)-2-(2-nitrovinyl)benzene;1-(2-bromoethyl)-2-[(E)-2-nitroethenyl]benzene
• CAS NO: 120427-94-3
• Molecular Formula: C10H10BrNO2
• Molecular Weight: 256.0959
• Product Categories: Pharmaceutical material and intermeidates
• Mol File: 120427-94-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 340.905 °C at 760 mmHg
• Flash Point: 159.974 °C
• Appearance: /
• Density: 1.483
• CAS DataBase Reference: 2-(2-BROMOETHYL)-BETA-NITROSTYRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-BROMOETHYL)-BETA-NITROSTYRENE(120427-94-3)
• EPA Substance Registry System: 2-(2-BROMOETHYL)-BETA-NITROSTYRENE(120427-94-3)

Safety Data

• Hazardous Substances Data: 120427-94-3(Hazardous Substances Data)

Usage

General Description

2-(2-Bromoethyl)-β-nitrostyrene, also known as β-bromoethyl-β-nitrostyrene, is a chemical compound with the molecular formula C10H10BrNO2. It is a β-nitrostyrene derivative that is commonly used in organic synthesis and drug development. 2-(2-BROMOETHYL)-BETA-NITROSTYRENE is known for its potential applications in the preparation of various pharmaceuticals and organic compounds. It is a yellow crystalline solid with a molecular weight of 260.09 g/mol and a melting point of 112-114 °C.β-bromoethyl-β-nitrostyrene exhibits unique chemical properties that make it useful for various chemical reactions and transformations in the laboratory.

Upstream product

• 75-52-5 nitromethane 
• 22901-09-3 2-(2-bromoethyl)benzaldehyde 
• 493-05-0 isochromane 
• 50683-32-4 1-Bromoisochromane 

Downstream Products

• 120427-95-4 4-(2-bromoethyl)-3-chloro-1,3-dihydro-2H-indolin-2-one 
• 120427-96-5 4-(2'-bromoethyl)-1,3-dihydro-2H-indol-2-one 
• 91374-20-8 ropinirole hydrochloride 
• 120427-93-2 4-ethylenyl-1,3-dihydro-2H-indol-2-one 

Relevant articles and documents

Preparation method of 4-(2-bromoethyl)-1, 3-dihydro-2H-indole-2-ketone

The invention provides a preparation method of 4-(2-bromoethyl)-1, 3-dihydro-2H-indole-2-ketone, and the preparation method of the 4-(2-bromoethyl)-1, 3-dihydro-2H-indole-2-ketone is characterized in that the 4-(2-bromoethyl)-1, 3-dihydro-2H-indole-2-ketone is prepared by taking o-bromoethyl benzaldehyde as an initial raw material and carrying out a series of reactions. The raw materials are cheap and easy to obtain, the product yield and purity are high, and the method has excellent economic and environment-friendly benefits.

Development of large-scale syntheses of ropinirole in the pursuit of a manufacturing process

Two plant syntheses of ropinirole {4-[2-(di-n-propyIamino)-ethyl]-1,3-dihydro-2H-indolin-2-one hydrochloride, SK&F-101468-A} using the ferric chloride mediated cyclisation of β-nitrostyrenes to form 3-chlorooxindoles as the key step are described. The first synthesis suffered the severe limitation of the final-step chemistry being nonselective in the reaction between di-n-propylamine and the bromide precursor to ropinirole as both substitution and elimination pathways were promoted and by-product formation at a level of 40% resulted. This problem was rectified in the latter synthesis by the more selective reaction between di-n-propylamine and the sulfonate ester precursor promoting ropinirole formation to a level of 88%. This second synthesis is now used as the commercial route, and problems (and their solutions) identified during the development of this route are now described. The identification of novel by-products which enabled the Sommelet oxidation step to be optimised is also reported. A unimolecular decomposition mechanism during hydrolysis of the hexaminium salt to form the key benzaldehyde intermediate is proposed and substantiated with experimental data.