614-31-3

Basic information

• Product Name: 1-BENZYL-1-PHENYLHYDRAZINE
• Synonyms: 1-BENZYL-1-PHENYLHYDRAZINE;N-benzyl-N-phenylhydrazine;1-Phenyl-1-(phenylmethyl) hydrazine;1-Phenyl-1-benzylhydrazine;1-benzyl-1-phenylhydrazine(SALTDATA: HCl);1-Benzylphenylhydrazine;alpha-Benzylphenylhydrazine;NSC 7145
• CAS NO: 614-31-3
• Molecular Formula: C13H14N2
• Molecular Weight: 198.26
• EINECS: 210-377-5
• Mol File: 614-31-3.mol
• Article Data: 19

Chemical Properties

• Melting Point: 164-166℃
• Boiling Point: 218 °C / 38mmHg
• Flash Point: 186℃
• Appearance: /
• Density: 1,1 g/cm3
• Refractive Index: 1.6180-1.6210
• PKA: 5.21±0.10(Predicted)
• CAS DataBase Reference: 1-BENZYL-1-PHENYLHYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-1-PHENYLHYDRAZINE(614-31-3)
• EPA Substance Registry System: 1-BENZYL-1-PHENYLHYDRAZINE(614-31-3)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 614-31-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 3009, 1958 DOI: 10.1021/ja01545a028Synthetic Communications, 18, p. 1225, 1988 DOI: 10.1080/00397918808060914

InChI:InChI=1S/C13H14N2/c14-15(13-9-5-2-6-10-13)11-12-7-3-1-4-8-12/h1-10H,11,14H2

Upstream product

• 579-45-3 N-benzoyl-N-phenylhydrazine 
• 27843-96-5 (1E)-1-(2-phenylhydrazin-1-ylidene)propan-2-one 
• 100-39-0 benzyl bromide 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 861578-52-1 1,5-dibenzyl-1,5-diphenyl carbonohydrazide 
• 620-05-3 iodomethylbenzene 
• 100-63-0 phenylhydrazine 
• 100-52-7 benzaldehyde 
• 42116-43-8 tert-butyl 2-phenylhydrazine-1-carboxylate 
• 126953-22-8 N¹-phenyl-N¹-benzyl-N²-(tert-butoxycarbonyl)hydrazine 
• 32386-95-1 2-(benzylideneamino)-1H-isoindole-1,3(2H)-dione 
• 85468-51-5 2-benzylamino-1H-isoindole-1,3(2H)-dione 
• 530740-37-5 2-(N-benzyl-anilino)-isoindoline-1,3-dione 

Downstream Products

• 75179-99-6 furfural-(benzyl-phenyl-hydrazone) 
• 524-81-2 mebhydrolin 
• 62-53-3 aniline 
• 2725-46-4 1-benzyl-2-benzylidene-1-phenylhydrazine 
• 3288-63-9 N,N-dibenzyl-N-phenyl-hydrazinium; chloride 
• 38663-34-2 N-benzoyl-N'-benzyl-N'-phenylhydrozine 
• 32540-69-5 formaldehyde-(benzyl-phenyl-hydrazone) 
• 1665-81-2 Benzophenon- 
• 15354-63-9 galactose-(benzyl-phenyl-hydrazone) 
• 100300-50-3 rhamnose-phenylbenzylhydrazone 
• 109734-78-3 D-threo-[2]pentosulose-1-(benzyl-phenyl-hydrazone) 
• 109734-78-3 L-erythro-[2]pentosulose-1-(benzyl-phenyl-hydrazone) 
• 13039-61-7 5-deoxy-ribose-(benzyl-phenyl-hydrazone) 
• 7687-60-7 arabinose-(benzyl-phenyl-hydrazone) 

Relevant articles and documents

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Preparation of Hexahydrocarbazole Derivatives by Reductive Indolization

The reductive indolization is a two-step protocol performed in one flask: First, the acid-mediated Fischer indolization of a cyclic ketone with phenylhydrazine forms an iminium ion which is subsequently reduced by a hydrido borate reagent to the indoline as the final product. We utilized this new strategy for the preparation of hexahydrocarbazole derivatives with a side chain in the quaternary C4a-position. Starting materials were several N1- and aryl-substituted phenylhydrazines and a cyclic ketone with propanoic ester moiety, which is the product of the conjugated addition of cyclohexanone to ethyl acrylate. Furthermore, benzannulated congeners as well as a pyrido[4,3-b]indole derivative were accessed. The hexahydrocarbazole defines a molecular scaffold with two points of diversification. Therefore, several derivatives at N9 and at the C4a-side chain were prepared.

Preparation method of mebhydrolin napadisylate

The invention belongs to the field of drug synthesis and provides a preparation method of mebhydrolin napadisylate. The preparation method is characterized by including the steps of firstly, subjecting methyl imine-N,N-methyl dipropionate and sodium methylate to heating under the effect of an organic solvent to achieve loop closing, and using hydrochloric acid to performing heating decarboxylationto obtain N-methyl-4-piperidone hydrochloride; subjecting phenylhydrazine and benzyl chloride to condensation under an alkaline condition to obtain benzyl phenylhydrazine; thirdly, mixing the N-methyl-4-piperidone hydrochloride solution and the benzyl phenylhydrazine, heating to generate mebhydrolin hydrochloride, adding disodium 1,5-naphthalenedisulfonate to obtain the mebhydrolin napadisylate.The preparation method is high in yield, mild in reaction conditions, convenient in intermediate purification and capable of satisfying the requirements of industrial production.