92616-49-4

Basic information

• Product Name: 4-Bromonaphthalene-1-carbonitrile
• Synonyms: 4-Bromonaphthalene-1-carbonitrile;4-BroMo-1-naphthonitrile;1-Naphthalenecarbonitrile, 4-bromo-;1-Bromo-4-cyanonaphthalene
• CAS NO: 92616-49-4
• Molecular Formula: C₁₁H₆BrN
• Molecular Weight: 232.07604
• Mol File: 92616-49-4.mol
• Article Data: 14

Chemical Properties

• Melting Point: 102-103 °C
• Boiling Point: 352.9±15.0 °C(Predicted)
• Appearance: /
• Density: 1.57±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-Bromonaphthalene-1-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromonaphthalene-1-carbonitrile(92616-49-4)
• EPA Substance Registry System: 4-Bromonaphthalene-1-carbonitrile(92616-49-4)

Safety Data

• Hazardous Substances Data: 92616-49-4(Hazardous Substances Data)

Usage

General Description

4-Bromonaphthalene-1-carbonitrile is a chemical compound with the molecular formula C11H6BrN. It is a nitrile derivative of 4-bromonaphthalene, which consists of a naphthalene ring with a bromine atom and a cyano group attached at the 1-position. 4-Bromonaphthalene-1-carbonitrile is used in organic synthesis and as an intermediate in the production of various pharmaceuticals and agrochemicals. It is a solid, highly reactive compound that should be handled with caution due to potential health hazards and environmental risks.

Upstream product

• 87700-65-0 4-bromo-1-naphthoic acid chloride 
• 16650-55-8 4-bromonaphthalene-1-carboxylic acid 
• 664364-16-3 4-bromo-1-naphthalenecarboxaldehyde oxime 
• 79996-99-9 1-bromo-4-bromomethyl-naphthalene 
• 90-12-0 1-Methylnaphthalene 
• 6627-78-7 1-bromo-4-methylnaphthalene 
• 2298-07-9 4-Bromo-1-naphthylamine 
• 83-53-4 1,4-dibromonaphthalene 
• 58728-64-6 4-amino-1-naphthonitrile 
• 7787-70-4 copper(I) bromide 
• 544-92-3 copper(I) cyanide 
• 151-50-8 potassium cyanide 
• 94098-92-7 4-bromo-naphthalene-1-diazonium ; chloride 
• 332035-27-5 1,1,4,4-Tetrabromo-1,2,3,4-tetrahydronaphthalene 

Downstream Products

• 16650-55-8 4-bromonaphthalene-1-carboxylic acid 
• 1352794-90-1 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalene-1-carbonitrile 
• 87700-65-0 4-bromo-1-naphthoic acid chloride 
• 51934-43-1 ethyl 4-Bromo-1-naphthoate 
• 62855-39-4 4-cyanonaphthalene-1-carboxyaldehyde 
• 664364-43-6 (4-cyanonaphthalen-1-yl)boronic acid 
• 58728-64-6 4-amino-1-naphthonitrile 
• 1419165-33-5 C₅₆H₅₈N₉O₆P 
• 1419165-27-7 C₄₇H₄₁N₇O₅ 
• 86-53-3 1-Cyanonaphthalene 

Relevant articles and documents

Process Development, Manufacture, and Understanding of the Atropisomerism and Polymorphism of Verinurad

The manufacturing route toward verinurad, an amphoteric, class II atropisomer that readily forms solvates, has proven to be highly complex. This previously required the isolation of intermediates with challenging physical properties and the application of cryogenic processes. New processes were designed and optimized, enabling the manufacture of 113 kg of verinurad in its desired polymorphic form. An interdisciplinary approach involving the synthesis, high-throughput experimentation, analytical chemistry, crystallization science, in silico modeling, and engineering was employed. Kinetic measurement of enantiomerically enriched verinurad salts confirmed that racemization occurred within the clearance time frame, thus mitigating safety concerns associated with inherent axial chirality in verinurad.

METHOD FOR PREPARING URATE TRANSPORTER 1 INHIBITOR

Provided is a method for preparing a URAT1 inhibitor, 2-((5-bromo-4-((4-bromonaphthalen-1-yl)methyl)-4H-1,2,4-triazol-3-yl)thio) acetic acid represented by the following formula ZXS-BR, the reaction equation of which being shown as follows. Compared with the prior art, the preparation method provided by the present application is of low cost, ease of handling, ease of quality control, and applicable to industrialization.

Synthesis method of 4-bromonaphthalene-1-carbonitrile

The invention discloses a synthesis method of 4-bromonaphthalene-1-carbonitrile. The method comprises the following steps: 1, replacing hydrogen on 1-methyl naphthalene benzene ring with bromine by taking 1-methyl naphthalene as a raw material, so as to obtain 4-bromine-1-methyl naphthalene (I); 2, replacing hydrogen on the methyl of the 4-bromine-1-methyl naphthalene (I) with bromine to obtain 4-bromine-1-bromine methyl naphthalene (II); 3, carrying out a sommelet reaction on the 4-bromine-1-bromine methyl naphthalene (II) to obtain 4-bromine-1-naphthaldehyde (III); 4, oximating the 4-bromine-1-naphthaldehyde (III) to obtain 4-bromine-1-naphthaldehyde oxime (IV); 5, carrying out dehydration on the 4-bromine-1-naphthaldehyde oxime (IV) to obtain the 4-bromonaphthalene-1-carbonitrile (V). The synthesis method has the advantages of being reasonable in process route design, cheap and available in raw and auxiliary materials, high in yield, low in cost, suitable for industrial production, and the like.