15089-07-3

Basic information

• Product Name: beta-p-Chlorobenzoylphenylhydrazine
• Synonyms: beta-p-Chlorobenzoylphenylhydrazine;1-(4-Chlorobenzoyl)-2-phenylhydrazine;4-Chlorobenzoic acid N'-phenyl hydrazide;N'-Phenyl-p-chlorobenzhydrazide;4-chloro-N'-phenylbenzohydrazide
• CAS NO: 15089-07-3
• Molecular Formula: C₁₃H₁₁ClN₂O
• Molecular Weight: 246.71
• Mol File: 15089-07-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 354.6°Cat760mmHg
• Flash Point: 168.2°C
• Appearance: /
• Density: 1.2683 (rough estimate)
• Vapor Pressure: 3.31E-05mmHg at 25°C
• Refractive Index: 1.6330 (estimate)
• CAS DataBase Reference: beta-p-Chlorobenzoylphenylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: beta-p-Chlorobenzoylphenylhydrazine(15089-07-3)
• EPA Substance Registry System: beta-p-Chlorobenzoylphenylhydrazine(15089-07-3)

Safety Data

• Hazardous Substances Data: 15089-07-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H11ClN2O/c14-11-8-6-10(7-9-11)13(17)16-15-12-4-2-1-3-5-12/h1-9,15H,(H,16,17)

Upstream product

• 122334-37-6 4-chloro-N-methoxy-N-methylbenzamide 
• 100-63-0 phenylhydrazine 
• 74-11-3 para-chlorobenzoic acid 
• 59-88-1 phenylhydrazine hydrochloride 
• 4231-70-3 p-chlorobenzoyl-1H-1,2,3-benzotriazole 
• 27704-37-6 2,2,2-trichloro-1-(4-chlorophenyl)ethanone 
• 79071-44-6 5-(4-Chloro-phenyl)-2,3-diphenyl-2,3-dihydro-[1,3,4]oxadiazole 
• 122-01-0 4-chloro-benzoyl chloride 

Downstream Products

• 36590-52-0 N-phenyl-p-chlorobenzohydrazonoyl chloride 
• 1262053-05-3 dimethyl 5-(4-chlorophenyl)-1-phenyl-1H-pyrazole-3,4-dicarboxylate 
• 6328-64-9 4-chloro-N',N'-diphenylbenzohydrazide 
• 33064-19-6 3-(4-chlorophenyl)-1-phenyl-1H-pyrazole 
• 30410-41-4 N-p-Chlorbenzoyl-N'-phenyldiimid 
• 36590-52-0 (Z)-1-[chloro(4-chlorophenyl)methylene]-2-phenylhydrazine 
• 79071-44-6 5-(4-Chloro-phenyl)-2,3-diphenyl-2,3-dihydro-[1,3,4]oxadiazole 
• 51502-74-0 4-chloro-N'-(4-chloro-phenyl)-benzohydrazonoyl chloride 

Relevant articles and documents

A Convenient 1,3-Dipolar Cycloaddition Reaction for the Synthesis of Spirooxindoles and Some Other Spirocompounds Containing the 1,3,4-Oxadiazole Moiety

A series of spiro[indoline-3,2′-[1,3,4]oxadiazol]-2-ones were prepared from the reaction of isatin derivatives and hydrazonoyl chlorides through the 1,3-dipolar cycloaddition reaction. This method has some important aspects, such as mild reaction condition, easy purification, and high yield of products. Also, the synthesis of spiro[acenaphthylene-1,2′-[1,3,4]oxadiazol]-2-one and spiro[[1,3,4]oxadiazole-2,9′-phenanthren]-10′-one were studied under the same condition. The structures were confirmed spectroscopically (IR,1H- and13C-NMR, and EI-MS) and by elemental analyses. A plausible mechanism for this reaction is proposed.

Regioselective Decarboxylative Cycloaddition Route to Fully Substituted 3-CF3-Pyrazoles from Nitrilimines and Isoxazolidinediones

1,4-Diaryl-5-carboxamido substituted 3-trifluoromethylpyrazoles are obtained with exclusive regioselectivity under transition-metal-free conditions. This decarboxylative [3+2] cycloaddition protocol was enabled by employing trifluoromethyl nitrilimines as 1,3-dipoles, and isoxazolidinediones as CO2-masked alkynyl dipolarophiles. The applicability of this method is further manifested by its compatibility with difluoromethyl, alkyl, aryl, and heteroaryl nitrilimines, as well as the preparation of 4-carboxylic amido analogue of drug Celebrex. (Figure presented.).

Copper-Catalyzed Tandem Dehydrocyanation and [3+2] Cyclo-addition Reactions of Phenacylmalononitriles: Regioselective Synthesis of Functionalized 4-Benzoyl-5-cyanopyrazoles under Mild Conditions

A novel copper-catalyzed [3+2] cycloaddition reaction with concomitant in situ generation of benzoylacrylonitriles and nitrile imines from phenacylmalononitriles and hydrazonoyl chlorides, respectively, is reported. The reaction was performed using copper(I) chloride as catalyst and N-methylimidazole as a clean complexing agent/weak base to afford the functionalized 4-benzoyl-5-cyanopyrazoles in moderate to good yields and excellent regioselectivity under ambient conditions. This method provides rapid access to a wide range of highly functionalized 4-benzoyl-5-cyanopyrazoles.