C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 257/02 (2006.01) C07D 401/06 (2006.01) C07D 403/06 (2006.01) C07D 405/04 (2006.01) C07D 405/06 (2006.01) C07D 413/06 (2006.01) C07D 417/06 (2006.01) C07D 487/18 (2006.01) C07F 5/00 (2006.01) C07F 7/10 (2006.01) C07F 9/00 (2006.01) C07F 15/00 (2006.01)
Patent
CA 2084582
Process for the production of mono-N-substituted tetraazacyclododecane and tetraazacyclotetradecane derivatives of general formula I (see formula I) in which n is 2 or 3, and R is .beta.-carboxylalkyl or .beta.-carboxylate alkyl, .beta.-cyanide alkyl, .beta.-carboxamidoalkyl, .beta.-hydroxyalkyl, aminocarbonyl, aminothiocarbonyl, .beta.-sulfamoylalkyl radical or a second tetraazacyclododecane or tetraazacyclotetradecane molecule bound by a bis(p-hydroxy)-alkylene chain, and wherein carboxyl and hydroxy groups are present optionally in protected form. The process comprises reacting a compound of general formula II obtained from 1,4,7,10-tetraazacyclododecane or 1,4,8,11- tetraazacyclotetradecane (see formula II) with an .alpha.,.beta.-unsaturated ester, amide or nitrile, or an epoxide, isocyanate, isothiocyanate, aziridine or a bisepoxide, with or without solvent, at 0 to 220°C, within 1 to 48 hours, and optionally at a pressure up to 100 atm. The thus obtained reaction mixture, after cooling to -20°C to 80°C, is mixed with a mixture of water/organic solvent and stirred for 0.5 to 12 hours. The thus formed (optionally to be isolated) intermediate products carrying a formyl group on a nitrogen atom are reacted by adding an inorganic base or an acid at 0 to 150°C, within 1 to 72, with stirring, optionally followed by subsequent removal of protecting groups, to obtain the end product of formula I, which can then be isolated preferably as the hydrochloride. The process provides improved yields of the product.
Gries Heinz
Platzek Johannes
Bayer Schering Pharma Aktiengesellschaft
Gries Heinz
Marks & Clerk
Platzek Johannes
LandOfFree
Process for the production of mono-n-substituted tetraaza... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process for the production of mono-n-substituted tetraaza..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the production of mono-n-substituted tetraaza... will most certainly appreciate the feedback.
Profile ID: LFCA-PAI-O-1814658