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US4407761A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the production of ω-amino-1-hydroxyalkylidene-1,1-bisphosphonic acid

Assignee: Henkel AG and Co KGaA
•
Filing: 1981-04-16
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Granted: 1983-10-04
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Expires: 2001-04-16
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Abstract

Abstract A process for the preparation of a ω-amino-1-hydroxyalkylidine-1,1-biphosphonic acid of the formula ##STR1## wherein n is an integer from 3 to 5, consisting essentially of the steps of reacting an aminocarboxylic acid of the formula NH.sub.2 --CH.sub.2 --(CH.sub.2).sub.m --COOH wherein m is an integer from 2 to 4, with a phosphonating reactant selected from the group consisting of (a) a mixture of phosphorous acid and PCl 3 , (b) a mixture of phosphorous acid and PCl 5 , and (c) a mixture of phosphorous acid and POCl 3 , hydrolyzing the reaction mixture with a strong acid which does not oxidize aminophosphonic acids, and recovering said ω-amino-1-hydroxyalkylidene-1,1-bisphosphonic acid.

Inventors

  • 👤 Helmut Blum
  • 👤 Karl-Heinz Worms

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 11:31
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/3804; C07F9/3839; C07F9/3873; C02; C02F; C02F1/00; C02F1/68; C02F1/683; C02F5/00; C02F5/08; C02F5/10; C02F5/14

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 112 words
A process for the preparation of a ω-amino-1-hydroxyalkylidine-1,1-bisphosphonic acid of the formula: ##STR5## wherein n is an integer from 3 to 5, consisting essentially of the steps of: (1) reacting an aminocarboxylic acid of the formula: NH.sub.2 --CH.sub.2 --(CH.sub.2).sub.m --COOH wherein m is an integer from 2 to 4, with a phosphonating reactant selected from the group consisting of: (a) a mixture of phosphorous acid and PCl 3 , (b) a mixture of phosphorous acid and PCl 5 , and (c) a mixture of phosphorous acid and POCl 3 (2) hydrolyzing the reaction mixture with concentrated hydrochloric acid which does not oxidize aminophosphonic acids, by heating, and (3) recovering said ω-amino-1-hydroxyalkylidene-1,1-bisphosphonic acid.
Claim 2
Dependent Claim 112 words
A process for the preparation of a ω-amino-1-hydroxyalkylidine-1,1-bisphosphonic acid of the formula: ##STR5## wherein n is an integer from 3 to 5, consisting essentially of the steps of: (1) reacting an aminocarboxylic acid of the formula: NH.sub.2 --CH.sub.2 --(CH.sub.2).sub.m --COOH wherein m is an integer from 2 to 4, with a phosphonating reactant selected from the group consisting of: (a) a mixture of phosphorous acid and PCl 3 , (b) a mixture of phosphorous acid and PCl 5 , and (c) a mixture of phosphorous acid and POCl 3 (2) hydrolyzing the reaction mixture with concentrated hydrochloric acid which does not oxidize aminophosphonic acids, by heating, and (3) recovering said ω-amino-1-hydroxyalkylidene-1,1-bisphosphonic acid.
Claim 3
Dependent Claim 39 words
The process of claim 1 wherein the reaction with said phosphonating reactant is conducted in the presence of an inert organic diluent which does not solublize the reaction product and the diluent is removed prior to said hydrolyzing step.
Claim 4
Dependent Claim 26 words
The process of claim 1 or 2 wherein said reaction with a phosphonating reactant is conducted at a temperature of from 80° C. to 130° C.
Claim 5
Dependent Claim 9 words
6-Amino-1-hydroxyhexylidene diphosphonic acid of the summary formula (1): ##STR6##
Claim 6
Dependent Claim 9 words
6-Amino-1-hydroxyhexylidene diphosphonic acid of the summary formula (1): ##STR6##

References Cited (Backward Citations)

DE2130794A1 Cited
US4054598A Cited
DE2658961C3 Cited
DE2702631A1 Cited
DE2745083A1 Cited
US4267108A Cited
US4327039A Cited
US4304734A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-10-03 1987-04-04 1987-10-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-10-03 1991-04-04 1991-10-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-10-03 1995-04-04 1995-10-04 $7700.00 Window Closed / Lapsed

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