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ChemicalBook CAS DataBase List 5-(4-Chlorobutyl)-1-cyclohexanyl tetrazole
73963-42-5

5-(4-Chlorobutyl)-1-cyclohexanyl tetrazole synthesis

2synthesis methods
-

Yield:73963-42-5 93%

Reaction Conditions:

Stage #1:N-(5-chloro-n-pentanoyl)cyclohexylamine with phosphorus pentachloride in toluene at 20; for 3 h;
Stage #2: with trimethylsilylazide at 20; for 16 h;

Steps:


15.9 g of phosphorous pentachloride and 12.8 g of N- (5- chloropentanoyl) -cyclohexylamine are mixed in 120 g of toluene, at room temperature. The mixture is left under stirring for about 3 hours, then 9.8 g of trimethylsilyl azide are added. The reaction mixture is kept at room temperature for about 16 hours. After completion of the reaction, 50 g of water are added, then the organic phase is separated from the aqueous phase. The organic phase is washed with 40 g of water and toluene is completely evaporated off under vacuum at a temperature of about 45-50°C. 13.3 g of 1-cyclohexyl-5- (4- chlorobutyl) tetrazol are obtained, molar yield approx. 93%.

References:

DIPHARMA S.P.A. WO2005/19204, 2005, A1 Location in patent:Page/Page column 5-6

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