158918-49-1

Basic information

• Product Name: N’-(2-bromobenzylidene)-4-methylbenzenesulfonohydrazide
• Synonyms: N’-(2-bromobenzylidene)-4-methylbenzenesulfonohydrazide
• CAS NO: 158918-49-1
• Molecular Weight: 353.239
• Mol File: 158918-49-1.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: N’-(2-bromobenzylidene)-4-methylbenzenesulfonohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N’-(2-bromobenzylidene)-4-methylbenzenesulfonohydrazide(158918-49-1)
• EPA Substance Registry System: N’-(2-bromobenzylidene)-4-methylbenzenesulfonohydrazide(158918-49-1)

Safety Data

• Hazardous Substances Data: 158918-49-1(Hazardous Substances Data)

Upstream product

• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 6630-33-7 ortho-bromobenzaldehyde 

Downstream Products

• 13397-96-1 1-bromo-2-pentylbenzene 
• 78348-98-8 1-(2-bromophenyl)pentan-1-ol 
• 63646-32-2 C₁₈H₁₂BrNO 
• 1387637-91-3 5-(2-bromophenyl)-3-phenyl-1H-pyrazole 
• 1454253-91-8 5-(o-bromophenyl)-4-phenyl-1H-pyrazole 
• 1454253-87-2 C₁₃H₉BrN₂O 
• 1454253-88-3 C₁₆H₁₃BrN₂ 
• 1454253-89-4 C₁₄H₁₁BrN₂O 
• 1383470-42-5 C₁₁H₁₁BrN₂ 
• 132725-52-1 (E)-3-(2-bromophenyl)-1-(4-methoxyphenyl)-prop-2-en-1-one 

Relevant articles and documents

Diversity-Oriented Synthesis of 1,2,4-Triazols, 1,3,4-Thiadiazols, and 1,3,4-Selenadiazoles from N-Tosylhydrazones

The diversity-oriented synthesis of 1,2,4-triazols, 1,3,4-thiadiazols, and 1,3,4-selenadiazoles from N-tosylhydrazones was developed, and the reactions were general for a wide range of substrates, in which NH2CN, KOCN, KSCN, and KSeCN were used as odorless sources. Two different pathways were proposed, and N-tosylhydrazonoyl chlorides were formed in situ in the presence of NCS.

Umpolung Difunctionalization of Carbonyls via Visible-Light Photoredox Catalytic Radical-Carbanion Relay

The combination of photoredox catalysis with the Wolff-Kishner (WK) reaction allows the difunctionalization of carbonyl groups by a radical-carbanion relay sequence (photo-Wolff-Kishner reaction). Photoredox initiated radical addition to N-sulfonylhydrazones yields α-functionalized carbanions following the WK-type mechanism. With sulfur-centered radicals, the carbanions are further functionalized by reaction with electrophiles including CO2 and aldehydes, whereas CF3 radical addition furnishes a wide range of gem-difluoroalkenes through β-fluoride elimination of the generated α-CF3 carbanions. More than 80 substrate examples demonstrate the broad applicability of this reaction sequence. A series of investigations including radical inhibition, deuterium labeling, fluorescence quenching, cyclic voltammetry, and control experiments support the proposed radical-carbanion relay mechanism.

Ring-Opening of Indoles: An Unconventional Route for the Transformation of Indoles to 1 H-Pyrazoles Using Lewis Acid

An unusual transformation of indoles to pyrazoles via an aromatic ring-opening strategy has been developed. The salient feature of this strategy involves the C2-N1 bond opening and concomitant cyclization reaction of the C2=C3 bond of the indole moiety with the tosylhydrazone, which proceeds under transition-metal and ligand free conditions. This ring-opening functionalization of indoles provides a wide scope of differently substituted pyrazoles.