3770-67-0

Basic information

• Product Name: Benzenesulfonamide, N-[2-(4,5-dihydro-2-oxazolyl)phenyl]-4-methyl-
• CAS NO: 3770-67-0
• Molecular Formula: C16H16N2O3S
• Molecular Weight: 316.381
• Mol File: 3770-67-0.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N-[2-(4,5-dihydro-2-oxazolyl)phenyl]-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N-[2-(4,5-dihydro-2-oxazolyl)phenyl]-4-methyl-(3770-67-0)
• EPA Substance Registry System: Benzenesulfonamide, N-[2-(4,5-dihydro-2-oxazolyl)phenyl]-4-methyl-(3770-67-0)

Safety Data

• Hazardous Substances Data: 3770-67-0(Hazardous Substances Data)

Upstream product

• 3416-93-1 2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 88186-34-9 4,5-dihydro-2-(2-nitrophenyl)oxazole 
• 49667-81-4 2-amino-N-(2-hydroxyethyl)benzamide 
• 7127-19-7 2-phenyl-1,3-oxazoline 
• 941-55-9 4-toluenesulfonyl azide 
• 70-55-3 toluene-4-sulfonamide 

Downstream Products

• 3416-93-1 2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline 
• 3416-96-4 N-[2-(4,5-dihydro-thiazol-2-yl)-phenyl]-toluene-4-sulfonamide 
• 452057-22-6 Zn(4-MeC₆H₄SO₂NC₆H₄-2-(2-oxazoline))2 

Relevant articles and documents

Chelation-Assisted Rhodium-Catalyzed Direct Amidation with Amidobenziodoxolones: C(sp2)-H, C(sp3)-H, and Late-Stage Functionalizations

Air-stable and convenient amidobenziodoxolones as an amidating reagent were disclosed to enable direct amidation on a wide range of C(sp2)-H bonds of (hetero)arenes and alkenes, as well as unactivated C(sp3)-H bonds under RhIII catalysis. The approach to access 49 examples of structurally diverse amides is featured by mild conditions, complete chemoselectivity and regioselectivity, broad substrate scope (not limited to strongly heterocyclic coordinating groups), and tolerance of valuable functional substituents, such as unprotected amine and hydroxyl groups. The synthetic applicability of this protocol is also demonstrated by late-stage functionalization of biologically important scaffolds.

Oxazoline-Promoted Rh-Catalyzed C-H Amidation of Benzene Derivatives with Sulfonamides and Trifluoroacetamide. A Comparative Study

A Rh-catalyzed ortho-amidation of 2-aryloxazolines offers an efficient and direct route to a range of sulfonamides. The scope of the reaction is very broad with respect to sulfonamide substrate, but the position and electronic nature of the substituents on the aryl moiety of the oxazoline lead to a surprising modulation of reactivity. The reactivity of sulfonamides in comparison to trifluoroacetamide is compared, the latter undergoing Rh-catalyzed amidation more rapidly.

Rhodium(III)-catalyzed intermolecular N-chelator-directed aromatic C-H amidation with amides

Rh(III)-catalyzed intermolecular direct aromatic C-H bond amidation with amides has been accomplished under mild reaction conditions. This protocol is applicable to a broad range of N-chelator-containing arenes amidated with aromatic and aliphatic sulfonamides. A possible mechanism is proposed according to the experimental results.

Iridium-catalyzed direct arene C-H bond amidation with sulfonyl- and aryl azides

Iridium-catalyzed direct ortho C-H amidation of arenes has been shown to work well with sulfonyl- and aryl azides as the nitrogen source. The reaction proceeds efficiently with a broad range of substrates bearing conventional directing groups with excellent functional group compatibility under mild conditions. In addition, substrates forming not only 5- but also 6-membered iridacycle intermediates undergo the C-H amidation with high selectivity.