911392-01-3

Basic information

• Product Name: Benzoic acid, 2-(azidosulfonyl)-, methyl ester
• CAS NO: 911392-01-3
• Molecular Formula: C8H7N3O4S
• Molecular Weight: 241.227
• Mol File: 911392-01-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 2-(azidosulfonyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 2-(azidosulfonyl)-, methyl ester(911392-01-3)
• EPA Substance Registry System: Benzoic acid, 2-(azidosulfonyl)-, methyl ester(911392-01-3)

Safety Data

• Hazardous Substances Data: 911392-01-3(Hazardous Substances Data)

Upstream product

• 57683-71-3 methyl 2-(aminosulfonyl)benzoate 
• 81-08-3 2-sulfobenzoic acid cyclic anhydride 
• 57897-77-5 2-(methoxycarbonyl)benzenesulfonic acid 

Downstream Products

• 1071654-26-6 C₁₃H₁₈N₂O₄S 

Relevant articles and documents

Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides

Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction through 1,2-migration of C-H and C-C bonds was accessible to the one-pot substitution reaction.

Hydrazines and azides via the metal-catalyzed hydrohydrazination and hydroazidation of olefins

The discovery, study, and implementation of the Co- and Mn-catalyzed hydrohydrazination and hydroazidation reactions of olefins are reported. These reactions are equivalent to direct hydroaminations of C-C double bonds with protected hydrazines or hydrazoic acid but are based on a different concept in which the H and the N atoms come from two different reagents, a silane and an oxidizing nitrogen source (azodicarboxylate or sulfonyl azide). The hydrohydrazination reaction using di-tert-butyl azodicarboxylate is characterized by its ease of use, large functional group tolerance, and broad scope, including mono-, di-, tri-, and tetrasubstituted olefins. Key to the development of the hydroazidation reaction was the use of sulfonyl azides as nitrogen sources and the activating effect of tert-butyl hydroperoxide. The reaction was found to be efficient for the functionalization of mono-, di-, and trisubstituted olefins, and only a few functional groups are not tolerated. The alkyl azides obtained are versatile intermediates and can be transformed to the free amines or triazoles without isolation of the azides. Preliminary mechanistic investigations suggest a rate-limiting hydrocobaltation of the alkene, followed by an amination reaction. Radical intermediates cannot be ruled out and may be involved.