49747-51-5

Basic information

• Product Name: Benzoyl azide, 2-chloro-
• CAS NO: 49747-51-5
• Molecular Formula: C7H4ClN3O
• Molecular Weight: 181.581
• Mol File: 49747-51-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzoyl azide, 2-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl azide, 2-chloro-(49747-51-5)
• EPA Substance Registry System: Benzoyl azide, 2-chloro-(49747-51-5)

Safety Data

• Hazardous Substances Data: 49747-51-5(Hazardous Substances Data)

Upstream product

• 5814-05-1 2-chlorobenzoylhydrazide 
• 609-65-4 o-chlorobenzoyl chloride 
• 118-91-2 ortho-chlorobenzoic acid 
• 89-98-5 2-chloro-benzaldehyde 
• 182294-70-8 C₁₀H₉ClO₄ 
• 30457-12-6 (1H-benzo[d][1,2,3]triazol-1-yl)(2-chlorophenyl)methanone 
• 49619-43-4 2-chlorobenzoic anhydride 

Downstream Products

• 13256-69-4 1-p-tosyl-3-(2-chlorophenyl)urea 
• 50906-31-5 N-(2-chlorophenyl)-N’-(4-methoxyphenyl)urea 
• 13208-19-0 N,N'-bis(2-chlorophenyl)urea 
• 13257-11-9 N-benzyl-N'-(2-chlorophenyl)urea 
• 13142-07-9 N-(4-bromo-phenyl)-N'-(2-chloro-phenyl)-urea 
• 50610-72-5 N-acetyl-N'-(2-chloro-phenyl)-urea 
• 299954-52-2 (±)-N-(o-chlorobenzoyl)-α-methylbenzylamine 
• 105908-83-6 N-(2-chlorophenyl)morpholine-4-carboxamide 
• 609-66-5 2-chlorobenzamide 
• 13143-19-6 1-(2-chlorophenyl)-3-(2-methylphenyl)urea 

Relevant articles and documents

An investigation on practical synthesis of carboxylic acid derivatives using p-toluenesulfonyl chloride

Carboxylic acid derivatives are well recognized as important class of reagents frequently used in the preparation of a variety of fine or special chemicals such as amides, esters, peptides, drugs, and dyes. Although several methods were developed for the preparation of these compounds, many of them present difficulties, including low yield, high reaction temperature, harsh reaction conditions, tedious work-up, and incompatibility with scale-up. Methods: The synthesis of carboxylic anhydrides is developed through the reaction of carboxylic acids with TsCl in the presence of K2CO3 and acetonitrile as a solvent under ultrasound irradiation and conventional conditions. In addition, one-pot synthesis of acyl azides was carried out in the presence of produced carboxylic anhydrides and the addition of sodium azide under identical condition. Results: A series of carboxylic anhydrides and acyl azides were synthesized using TsCl under ultrasound irradiation and conventional stirring with simple procedure, mild reaction conditions, high yields, and scale-up ability without any restriction. In most cases, the reaction under ultrasound irradiation was better in both yields and the reaction times compared to the conventional method. Conclusion: A convenient method has been developed for the preparation of carboxylic anhydrides and acyl azides under ultrasound irradiation and conventional stirring. The present method is practical and a highly effective alternative for previous reports. The major advantages of this method are: (i) simplicity of the procedure (ii) high yields and high purity of product (iii) scale-up capacity without considerable limitation in conventional system. Under ultrasound irradiation short reaction times as compared to conventional method are observed; yields are comparable to or better than conventional method.

FeCl36H2O-Catalyzed acceleration of the acylation of sodium azide with n-acylbenzotriazoles

Catalyzed by ferric chloride hexahydrate (FeCl36H2O), the acylation of sodium azide with N-acylbenzotriazoles was greatly accelerated in a mixed solvent of acetone and water. Thus, good to excellent yields of a variety of acyl azides were obtained at room temperature in a short time. Furthermore, because of the complete conversion of N-acylbenzotriazoles and the easy removal of the by-product, purification by column chromatography was no longer required, which made the protocol suitable for large-scale preparation.

Thiol on silica as a 'catch and release' support for isocyanates to afford ureas

Silica-bound thiocarbamates were prepared by Curtius rearrangement of carboxylic acids in the presence of thiol on silica gel. The solid supported thiocarbamates were found to be stable isocyanate equivalents, which upon treatment with amines efficiently afforded di- and tri-substituted ureas. The urea products released from the catch and release support were, in the majority of cases, greater than 95% pure and required no further work up.