851166-35-3

Basic information

• Product Name: N'-phenyl-1-naphthohydrazonoyl chloride
• Synonyms: N'-phenyl-1-naphthohydrazonoyl chloride
• CAS NO: 851166-35-3
• Molecular Weight: 280.757
• Mol File: 851166-35-3.mol

Chemical Properties

• CAS DataBase Reference: N'-phenyl-1-naphthohydrazonoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: N'-phenyl-1-naphthohydrazonoyl chloride(851166-35-3)
• EPA Substance Registry System: N'-phenyl-1-naphthohydrazonoyl chloride(851166-35-3)

Safety Data

• Hazardous Substances Data: 851166-35-3(Hazardous Substances Data)

Upstream product

• 66-77-3 1-naphthaldehyde 
• 4780-79-4 1-naphthalene methanol 
• 879-18-5 naphthalene-1-carbonic acid chloride 
• 100-63-0 phenylhydrazine 
• 71274-77-6 N'-phenyl-1-naphthohydrazide 
• 24090-98-0 1-(naphthalen-1-ylmethylene)-2-phenylhydrazine 

Downstream Products

• 27423-57-0 3-(naphthalen-1-yl)-1-phenyl-1H-1,2,4-triazol-5(4H)-one 
• 1416008-54-2 tert-butyl 4'-tert-butyl-5'-(naphthalen-1-yl)-2-oxo-2'-phenyl-2',4'-dihydrospiro[indoline-3,3'-pyrazole]-1-carboxylate 

Relevant articles and documents

Sequential [3+2] annulation reaction of prop-2-ynylsulfonium salts and hydrazonyl chlorides: Synthesis of pyrazoles containing functional motifs

A novel sequential [3+2] annulation reaction has been developed using prop-2-ynylsulfonium salts and hydrazonyl chlorides, affording a series of pyrazoles with functional motifs that can be post modified in the preparation of various drugs or drug candidates. Further transformation and gram-scale operations could also be achieved efficiently. This journal is

Palladium-Catalyzed cascade carbonylative synthesis of 1,2,4-triazol-3-ones from hydrazonoyl chlorides and NaN3

A palladium-catalyzed three-component carbonylative reaction for the synthesis of 3H-1,2,4-triazol-3-ones from hydrazonoyl chlorides and NaN3 has been achieved. The reaction presumably proceeds through a cascade carbonylation, acyl azide format

Versatile approach to densely substituted isoxazolines and pyrazolines: Focus on a quaternary carbon center as a constitutive feature

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Facile One-Pot Transformation of Primary Alcohols into 3-Aryl- and 3-Alkyl-isoxazoles and -pyrazoles

Various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylisoxazoles in good yields in one pot by successive treatment with PhI(OAc) 2 in the presence of TEMPO, NH 2 OH, and then NCS, followed by reaction with alkynes in the presence of Et 3 N. Similarly, various primary alcohols were smoothly transformed into 3-aryl- and 3-alkylpyrazoles in good yields in one pot by successive treatment with PhI(OAc) 2 in the presence of TEMPO, PhNHNH 2, and then NCS and decyl methyl sulfide, followed by reaction with alkynes in the presence of Et 3 N. Thus, both 3-aryl- and 3-alkylisoxazoles, and 3-aryl- and 3-alkylpyrazoles could be prepared from readily available primary alcohols in one pot under transition-metal-free conditions.

A [4 + 3] Annulation Reaction of aza- o-Quinone Methides with Arylcarbohydrazonoyl Chlorides for Synthesis of 2,3-Dihydro-1 H-benzo[ e][1,2,4]triazepines

An unprecedented [4 + 3] annulation reaction of aza-ortho-quinone methides with arylcarbohydrazonoyl chlorides has been achieved under mild conditions. The annulation underwent a sequential conjugate addition/intramolecular annulation/rearrangement, providing a useful method for the synthesis of biologically interesting 2,3-dihydro-1H-benzo[e][1,2,4]triazepine.

Synthesis of Spirobidihydropyrazole through Double 1,3-Dipolar Cycloaddition of Nitrilimines with Allenoates

The double 1,3-dipolar cycloaddition of allenoates with nitrilimines has been achieved under mild reaction conditions, affording a variety of spirobidihydropyrazoles in moderate to excellent yields with excellent diastereoselectivities. The reaction diastereoselectively constructs double dihydropyrazole moieties and two chiral centers including a spiro carbon center.

Asymmetric catalytic 1,3-dipolar cycloaddition reaction of nitrile imines for the synthesis of chiral spiro-pyrazoline-oxindoles

A new 1,3-dipolar cycloaddition of nitrile imines with 3-alkenyl-oxindoles was catalyzed by a new chiral Mg(ClO4)2 complex of an N,N'-dioxide ligand. The reaction is so far the sole catalytic synthesis of spiro-pyrazoline-oxindole derivatives. A wide variety of substrates were explored to obtain good yields (up to 98%) and excellent enantioselectivities (up to 99%). This cycloaddition expands the scope of propargyl anion type 1,3-dipole in the construction of 2-pyrazoline subunit.