99546-93-7

Basic information

• Product Name: Benzenesulfonamide, N-(2,2-diethoxyethyl)-N-(3-methoxyphenyl)-
• CAS NO: 99546-93-7
• Molecular Formula: C19H25NO5S
• Molecular Weight: 379.477
• Mol File: 99546-93-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, N-(2,2-diethoxyethyl)-N-(3-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, N-(2,2-diethoxyethyl)-N-(3-methoxyphenyl)-(99546-93-7)
• EPA Substance Registry System: Benzenesulfonamide, N-(2,2-diethoxyethyl)-N-(3-methoxyphenyl)-(99546-93-7)

Safety Data

• Hazardous Substances Data: 99546-93-7(Hazardous Substances Data)

Upstream product

• 32431-44-0 2-(3-methoxyanilino)acetaldehyde diethyl acetal 
• 98-09-9 benzenesulfonyl chloride 
• 22865-27-6 N-(3-methoxyphenyl)benzenesulfonamide 
• 2032-35-1 Bromoacetaldehyde diethyl acetal 
• 536-90-3 m-Anisidine 

Downstream Products

• 99532-46-4 1-(6-methoxy-1-(phenylsulfonyl)-1H-indol-3-yl)ethanone 
• 99532-52-2 1-(6-methoxy-1H-indol-3-yl)ethan-1-one 
• 613679-11-1 (6-methoxy-1H-indol-3-yl)(3,4,5-trimethoxyphenyl)methanone 
• 896462-36-5 (1-benzenesulfonyl-6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxy-phenyl)-methanone 
• 896462-49-0 (1-benzenesulfonyl-6-methoxy-1H-indol-3-yl)-(3,4,5-trimethoxy-phenyl)-methanol 
• 896462-56-9 1-benzenesulfonyl-6-methoxy-3-(3,4,5-trimethoxy-benzyl)-1H-indole 
• 56995-13-2 6-methoxy-1-(phenylsulfonyl)-1H-indole 

Relevant articles and documents

Synthesis and biological evaluation of new 3-(6-hydroxyindol-2-yl)-5- (Phenyl) pyridine or pyrazine V-Shaped molecules as kinase inhibitors and cytotoxic agents

We here report the synthesis and biological evaluation of new 3-[(2-indolyl)]-5-phenyl-3,5-pyridine, 3-[(2-indolyl)]-5-phenyl-2,4-pyridine and 3-[(2-indolyl)]-5-phenyl-2,6-pyrazine derivatives designed as potential CDK inhibitors. Indoles and phenyls were

A Convenient Synthesis of 3-Acylindoles via Friedel-Crafts Acylation of 1-(Phenylsulfonyl)indole. A New Route to Pyridocarbazole-5,11-quinones and Ellipticine

A Friedel-Crafts acylation of 1-(phenylsulfonyl)indoles (1) with carboxylic acid anhydrides and acid chlorides in the presence of aluminum chloride gives 3-acyl-1-(phenylsulfonyl)indoles (2) in 81-99percent yields.Base hydrolysis converts 2 to 3-acylindoles (3) in 79-96percent yields.The reaction of 1-(phenylsulfonyl)indole (1a) with oxalyl chloride gives acid chloride 2h, which is converted to 3-cyanoindole (7) in three steps (75percent yield).Although a similar Friedel-Crafts alkylation of 1 was unsuccessful, in some cases the 3-acyl-1-(phenylsulfonyl)indoles 2a,e,f could be reduced to 3-alkyl-1-(phenylsulfonyl)indoles 8a,b,c in nearly quantitative yield with sodium borohydride in trifluoroacetic acid.The acid chloride derived from keto acid 9 did not cyclize to the desired pyridocarbazole-5,11-quinone 24 but rather to chloro keto lactam 10.However, acylation of 1a with acid chloride 22 followed by strong-base-mediated cyclization gives 24.Since quinone 24 has been previously converted to the alkaloid ellipticine 26, this route to 24 represents a new synthesis of ellipticine.Related synthetic schemes give rise to quinones 16 and 20.