71556-72-4

Basic information

• Product Name: 3-ethylhexahydro-3-(3-methoxyphenyl)-1-methyl-2H-azepin-2-one
• Synonyms: 3-ethylhexahydro-3-(3-methoxyphenyl)-1-methyl-2H-azepin-2-one
• CAS NO: 71556-72-4
• Molecular Formula: C₁₆H₂₃NO₂
• Molecular Weight: 261.35932
• EINECS: 275-619-4
• Mol File: 71556-72-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 411.2°C at 760 mmHg
• Flash Point: 202.5°C
• Appearance: /
• Density: 1.021g/cm³
• Vapor Pressure: 5.7E-07mmHg at 25°C
• Refractive Index: 1.509
• CAS DataBase Reference: 3-ethylhexahydro-3-(3-methoxyphenyl)-1-methyl-2H-azepin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ethylhexahydro-3-(3-methoxyphenyl)-1-methyl-2H-azepin-2-one(71556-72-4)
• EPA Substance Registry System: 3-ethylhexahydro-3-(3-methoxyphenyl)-1-methyl-2H-azepin-2-one(71556-72-4)

Safety Data

• Hazardous Substances Data: 71556-72-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H23NO2/c1-4-16(10-5-6-11-17(2)15(16)18)13-8-7-9-14(12-13)19-3/h7-9,12H,4-6,10-11H2,1-3H3

Upstream product

• 768-66-1 2,2,6,6-tetramethyl-piperidine 
• 2556-73-2 1-methyl-2-azepanone 
• 766-51-8 2-Chloroanisole 
• 75-03-6 ethyl iodide 
• 71592-44-4 hexahydro-3-(3-hydroxyphenyl)-1-methyl-2H-azepin-2-one 
• 71556-70-2 hexahydro-1-methyl-3-(3-oxocyclohexen-1-yl)<2H>azepin-2-one 
• 105-60-2 caprolactam 
• 71592-43-3 hexahydro-3-(3-methoxyphenyl)-1-methyl-2H-azepin-2-one 

Downstream Products

• 1980040-52-5 C₁₉H₃₁NO 
• 275807-89-1 (+)-3(R)-ethyl-3-(3-hydroxyphenyl)-1-methylazepan-2-one 
• 27180-92-3 meptazinol hydrobromide 
• 59263-76-2 Meptazinol hydrochloride 
• 275807-75-5 2-[3-(3-ethyl-1-methyl-2-oxoazepan-3-yl)phenoxy]-4-(1-trityl-1H-imidazol-4-ylmethyl)benzonitrile 
• 275806-12-7 2-[3-(3-ethyl-1-methyl-2-oxo-azepan-3-yl)-phenoxy]-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile 
• 301296-47-9 2-[3-(3-Ethyl-1-methyl-2-oxo-azepan-3-yl)-phenoxy]-4-(3-methyl-3H-imidazole-4-carbonyl)-benzonitrile 
• 71556-74-6 3-Ethyl-hexahydro-3-(3-hydroxyphenyl)-1-methyl-2H-azepin-2-one 
• 71556-73-5 3-ethylhexahydro-3-(3-methoxyphenyl)-1-methyl<1H>azepine 

Relevant articles and documents

Method for preparing MPTF-E (meptazinol E)

The invention discloses a method for preparing MPTF-E (meptazinol E), and belongs to the technical field of chemical drug preparation. The method comprises the following steps: (1) chloroanisole reacts with N-methylcaprolactam, and a compound I is obtained; (2) the compound I reacts with iodoethane, and a compound II is obtained; (3) boron bromide reacts with the compound II, and a compound III is obtained; (4) the compound III reacts with bromobutane, and a compound IV is obtained; (5) the compound IV is dissolved in anhydrous THF (tetrahydrofuran), lithium aluminum hydride is added, reaction reflux is performed, reactants are cooled to the room temperature, H2O is slowly added to a reaction liquid, then MgSO4 is added for stirring, filtration, reduced-pressure distillation and purification are performed, and a compound V is obtained. The method has the following advantages that MPTF-E is synthesized for the first time, and qualified impurity E comparison products are provided for meptazinol; a reagent adopted is a common solvent and easy to obtain; safe solvents such as ethyl acetate, petroleum ether and the like are used for treatment and have low toxicity; the process is simple and easy to operate, little energy is consumed, the stability is high, and the purity is high.

Process for preparing hexahydroazepine, piperidine and pyrrolidine derivatives

2-Oxo-hexahydroazepine, -piperidine or pyrrolidines of formula STR1 wherein n is 2,3 or 4, R is hydrogen, lower alkyl, aryl(lower)alkyl, loweralkenylmethyl or cycloalkylmethyl, R1 is hydrogen or lower alkyl and R2 is hydrogen, lower alkyl or aryl(lower)alkyl are prepared by a novel process involving reaction of an anion of a lactam of formula STR2 where R3 is lower alkyl, aryl(lower)alkyl, trialkyl-, triaryl- or triarylalkyl-silyl with a benzyne of formula STR3 where R4 is lower alkyl, aryl(lower)alkyl or trialkyl-, triaryl- or triarylalkyl-silyl. The products are useful as intermediates for preparing pharmacologically active 2-unsubstituted -hexahydroazepine, -piperidine and pyrrolidine derivatives.

Hexahydroazepine, piperidine and pyrrolidine derivatives

The invention concerns novel 2-oxo-hexahydroazepine, -piperidine and -pyrrolidine derivatives of formula (I) and their aromatized derivatives of formula (II) STR1 where n is 2, 3 or 4, R is hydrogen, lower alkyl or aryl(lower)alkyl, R2 is hydrogen, lower alkyl or aryl(lower)alkyl and R3 is hydrogen, lower alkyl, aryl(lower)alkyl, lower alkenyl or lower alkynyl. The compounds are useful as intermediates for preparing 3,3-disubstituted -hexahydroazepine, -piperidine and -pyrrolidine compounds having pharmacological activity, particularly analgesic activity.