1 -Methyl-2-piperidylidenes

Similarly, the regiospecific 1,3-dipolar cycloaddition reaction of 1-methyl-1,2-dihydropyridines 41 with cyanogen azide (50a) and selected organic azides 50c and 50g afforded 2-methyl-2,7-diazabicyclo[4.1.0]hept-4-enes 57, which can be elaborated to 1-methyl-l,2,5,6-tetrahydropyridylidene-2-cyanamide (58) and 1-methyl-2-piperidylidenes 59a-d (85CJC2362). 

E) Preparation of 4-11 -Methyl-Piperidylidene-(4 )J -9,10-Dihydro-4H-Benzof4,5]Cycloheptaf 1,2-b] Thiophene Hydrochloride 2 g of 4-[1 -methyl-piperidyl-(4 )] -9,10-dihydro-4H-benzo[4,5] cyclohepta[1,2-b] thiophen-(4)-ol, 60 ml of glacial acetic acid and 20 ml of... 

Chemical Name 4-(1 -Methyl-4-piperidylidene)-4H-benzo[4,5]cyclohepta[ 1,2-b] -thiophen-lO(9H)-one... 

C,4H2]N20 110406-94-5) see Azelastine benzoic acid 2-(l methyl-4-piperidinyl)hydrazide (CijHujNjO 88858-10-0) see Piperylone benzoic acid (l-methyI-4-piperidylidene)hydrazide (C13H17N3O 92043-04-4) see Piperylone benzoic anhydride... 

Preparation of 4-aza-5-(N-methyl-4-piperidylidene)-10,ll-dihydro-5H-dibenzo[a,d]cycloheptene Heat 5.4 g of the carbinol and 270 g of polyphosphoric acid for 12 hours at 140-170°C. Pour into ice water and make alkaline with sodium hydroxide. Extract with ether. Dry ether solution and concentrate to a residue. Crystallize from isopropyl ether, MP 124-126°C. 

To a solution of 10.9 g (0.1 mole) of ethylchloroformate in 300 ml of anhydrous benzene is added dropwise, with stirring at room temperature, a solution of 16.2 g (0.05 M) of ll-(N-methyl-4-piperidylidene)-8-chloro-6,ll-dihydro-5H-benzo-[5,6]-cyclohepta-[l,2-b]-pyridine in 200 ml of benzene. 

B) Preparation of diphenyl-(N-Methyl-4-Piperidylidene)methane the carbinol can be dehydrated with 60% sulfuric acid. In general, to one part of the carbinol there is added 10 parts of 60% sulfuric acid. The mixture after heating for 6 hours is poured onto cracked ice, the solution made alkaline with dilute sodium hydroxide and the oily basic layer extracted with ether. The ether extracts after washing with water are dried over sodium sulfate, and... 

A mixture of 3.4 g of 10-methoxy-4-(l-methyl-4-piperidyl)-4H-benzo[4,5] cyclohepta [l,2-b]thiophen-4-ol base and 40 cc of 3N hydrochloric acid is kept in a boiling water bath at 95°C to 100°C for 1 hour. The mixture is subsequently made alkaline with concentrated caustic soda solution at 20°C while cooling, and the free base is extracted with chloroform. The chloroform solution is concentrated, and the residue is recrystallized from ethanol/water 1 1. The pure 4-(l-methyl-4-piperidylidene)-4H-benzo[4,5]cyclohepta [1,2-b] thiophen-10(9H)-one base, having a melting point of 152°C to 153°C, is obtained in this manner. 

Dihydro-4-(l-methyl-4-piperidylidene)-10H-benzo [4, 5] cyclohepta [1, 2-Z>] thiophen-10-... 

Preparation of 4-aza-5-(N-methyl-4-piperidylidene)-10,11-dihydro-5H-dibenzo[a,d]cyciohep-tene dimaleate To a solution containing 4.3 g of 4-aza-(N-methyl-4-piperldylidene)-10,11-dihydro-5H-dibenzo[a,d] cycloheptene in 55 ml of ethyl acetate, add a solution of 3.45 g of maleic acid dissolved in ethyl acetate. Filter the resulting precipitate and recrystallize the desired product from an ethyl acetate-methanol mixture to yield 4-aza-5-(N-methyl-4-pi-peridylidene)-10,11 -dihydro-5H-dibenzo[adl cycloheptene dimaleate, MP 152°-154°C. 

B) Preparation of Diphenyl-(N-Methyl-4-Piperidylidene)Methane The carbinol can be dehydrated with 60% sulfuric acid. In general, to one part of the carbinol there is added... 

Synonyms. 4, 9-Dihydro-4-(l-methyl-4-piperidinylidene)-10H-benzo [4, 5] cyclohepta [1, 2-5] thiophen-lO-one 4-(l-Methyl-4-piperidylidene)-4H-benzo [4, 5] cyclohepta [1, 2-5]-thiophen-10 (9H)-one. 

Synonyms 6,ll-Dihydro-ll (l methyl-4 piperidylidene)-5H-benzo[S,6]cyclohepta[l,2-b]pyridine Trade names Congesteze, Idulian, Optimine, Trinalin, Zadine... 

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