home
about me
papers / patents
photos
my links
 
© webmaster 

    25.12.2021

 
 


IFI Claims Patent Services
Full Record

Title: BIS(AMINOMETHYL)PHOSPHINIC ACID DERIVATIVES AND PROCESS FOR THE PREPARATION OF BIS(AMINOMETHYL)PHOSPHINIC ACID DERIVATIVES
Inventor(s): Budt Karl-Heinz, DE
Peyman Anuschirwan, DE
Spanig Jorg, DE
Patent Assignee(s): Hoechst AG DE
Patent Number: US 5608098
Patent Date: 19970304
Application Number: US 525787
Application Date: 19950928
Exemplary Claim(s) 1. A process for the preparation of compounds of the formula VI
R4-NH-CH(-R2)-P(=O)(-O-R5)-CH(-R3)-NH-R4 (IV)
in which R2 and R3, independently of one another, are hydrogen,
(C1-C18)-alkyl, (C2-C18)-alkenyl, (C2-C18)-alkynyl, where alkyl, alkenyl and alkynyl are unsubstituted or substituted one or more times by fluorine, chlorine, bromine, COOH, oxo, NO2, NH2, NHC(O)-(C1-C6)-alkyl, NHC(O)-(C6-C12)-aryl, CN, OH, CHO, CH-((C1C6)-alkoxy)2, SO3H, C(O)-O-(C1-C6)-alkyl, C(O)-O-(C6-C12)-aryl, C(O)-(C1-C6)-alkyl, C(O)-(C6-C12)-aryl, O-C(O)-(C1-C6)-alkyl, OC(O)-(C6-C12)-aryl, (C1-C6)-alkoxy; are (C6-C12)-aryl, (C7-C22)arylalkyl, where aryl is unsubstituted or substituted one or more times by fluorine, chlorine, bromine, NO2, NH2, NHC(O)-(C1-C6)alkyl, NHC(O)-(C6-C12)-aryl, CN, OH, COOH, (C1-C6)-alkyl, (C1C6)-alkoxy, C(O)-O-(C1-C6)-alkyl, C(O)-O-(C6-C12)-aryl, C(O)-(C1C6)-alkyl, C(O)-(C6-C12)-aryl, O-C(O)-(C1-C6)-alkyl, O-C(O)-(C6C12)-aryl; or are P(O)(OH)2, P(O)(OR23)2, where R23 independently of one another is (C1-C6)-alkyl, (C6-C12)-aryl or (C7-C13)arylalkyl and where aryl is unsubstituted or substituted one or more times by fluorine, chlorine, bromine, NO2, CN, OH, COOH, (C1-C6)-alkyl, (C1-C6)-alkoxy, C(O)-O-(C1-C6)-alkyl, C(O)-O-(C6C12)-aryl, C(O)-(C1-C6)-alkyl, C(O)-(C6-C12)-aryl, O-C(O)-(C1C6)-alkyl or O-C(O)-(C6-C12)-aryl, where R2 and R3 are not simultaneously hydrogen; R4 is a protective group for the amino function and R5 is (C1-C18)-alkyl, (C2-C18)-alkenyl, (C2-C18)-alkynyl, (C6C12)-aryl, (C7-C20)-arylalkyl, where alkyl, alkenyl, alkynyl and aryl are unsubstituted or substituted one or more times by fluorine, chlorine, bromine, oxo, NO2, NH2 or protected form, CN, OH, COOH, (C1-C6)-alkyl, (C1-C6)-alkoxy, C(O)-O-(C1-C6)alkyl, C(O)-O-(C6-C12)-aryl, C(O)-(C1-C6)-alkyl, C(O)-(C6-C12)aryl, O-C(O)-(C1-C6)-alkyl, O-C(O)-(C6-C12)-aryl, which comprises converting a compound of the formula IV R4-NH-CH(-R6)-P(=O)(-O-R5)-CH(-R7)-NH-R4 (IV)
in which R4 and R5 have the abovementioned meaning and R6 and R7
independently of one another are H, Cl or Br, where not both radicals are simultaneously hydrogen a) by reaction with a base to a compound of the formula Va or Vb R4-N=CH-P(=O)(-O-R5)-CH=N-R4 (Va)
R4-N=CH-P(=O)(-O-R5)-CH2-NH-R4 (Vb)
where R4 and R5 have the abovementioned meanings and for the
preparation of the compound VI, a compound of the formula Va or Vb is reacted with carbon nucleophiles; or b) the compound of the formula VI is prepared by direct reaction of a compound of the formula IV with R22Cu(CN)Li2, R2Li, R2MgX, R2ZnX, R22Zn, R24-nTiR22n (n<4), P(O-R23)3, where R2 has the abovementioned meaning; R22 is N-((C1-C6)-alkyl)2, O-(C1-C6)alkyl, O-(C6-C12)-aryl, where aryl is unsubstituted or substituted by fluorine, chlorine, bromine, NO2, NH2 or protected form, CN, OH, COOH, C(O)-O-(C1-C6)-alkyl, (C1-C6)alkyl, (C1-C6)-alkoxy, or is a tartaric acid derivative; and, R23 is (C1-C6)-alkyl (C6-C12)-aryl, (C7-C13)-arylalkyl, where aryl is unsubstituted or substituted one or more times by fluorine, chlorine, bromine, NO2, CN, OH, COOH, (C1-C6)-alkyl, (C1-C6)-alkoxy, C(O)-O-(C1-C6)-alkyl, C(O)-(C1-C6)-alkyl, OC(O)-(C1-C6)-alkyl, and X is a leaving group.
Main US Classification 558145000
Secondary US Classification 558155000
558158000
558159000
Main International Classification C07F-009/30
Secondary International Classification C07F-009/32
C07F-009/38
C07F-009/40