Title:
METHOD FOR PRODUCING AMIDES OR ESTERS
Document Type and Number:
WIPO Patent Application WO2001096282
Kind Code:
B1
Abstract:
The invention relates to a method for producing amides or esters from carboxylic acids and from an amine constituent or alcohol constituent in the presence of a 1,3,5-triazine and optionally in the presence of an organic solvent and of a tertiary amine. According to the invention, a (bi)cyclic diamine or an adduct formed therefrom with the triazine constituent is used as a tertiary amine in a preferred stoichiometric ratio of diamine to the triazine constituent ranging from 0.30 to 1.10; the stoichiometric ratio of carboxylic acid to the amine constituent or alcohol constituent should range from 0.2 to 5.0, and; the molar ratio of carboxylic acid to the triazine constituent ranges from 0.5 to 1.5. Amino acids such as N-protected amino acids and peptides serve as carboxylic acid constituents, and (C-protected) amino acids or a C-protected peptide serve as the amine constituent. 2-chlorine-4,6-dimethoxy-1,3,5-triazine (CDMT) is used as the preferred 1,3,5-triazine, and the N,N'-dimethyl-1,4-piperazine is used as the cyclic diamine. In addition to this method, which can be carried out at temperatures ranging from -80 to +150 DEG C and in the presence of an organic solvent, the invention also relates to adducts comprised of (bi)cyclic diamine and 1,3,5-triazine. Compared to the prior art, higher yields with shorter reaction times are achieved using the described method, and distinctly smaller waste quantities of tertiary amine bases accrue.
Inventors:
GROEGER HARALD (DE)
SANS JUERGEN (DE)
BARTHUBER ANITA (DE)
HAINDL ROSWITHA (DE)
SANS JUERGEN (DE)
BARTHUBER ANITA (DE)
HAINDL ROSWITHA (DE)
Application Number:
PCT/EP2001/006655
Publication Date:
April 04, 2002
Filing Date:
June 12, 2001
Export Citation:
Assignee:
DEGUSSA (DE)
GROEGER HARALD (DE)
SANS JUERGEN (DE)
BARTHUBER ANITA (DE)
HAINDL ROSWITHA (DE)
GROEGER HARALD (DE)
SANS JUERGEN (DE)
BARTHUBER ANITA (DE)
HAINDL ROSWITHA (DE)
International Classes:
C07B61/00; C07C67/08; C07C69/76; C07C231/02; C07C233/65; C07C269/06; C07C271/22; C07D251/46; C07D487/08; C07K1/08; C07C233/05; (IPC1-7): C07C233/65; C07C233/05; C07C231/02; C07C69/78; C07C67/08; C07K1/10; C07K5/06; C07D487/08; C07D251/46
Download PDF: