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US4543213A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing 2,3-dihydroxybenzoic acid amides of tetraazaalkanes and cycloalkanes

Assignee: United States Department of Energy
•
Filing: 1979-08-07
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Granted: 1985-09-24
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Expires: 1999-08-07
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Abstract

Abstract A compound of the formula: <IMAGE> +TR <IMAGE> wherein X is hydrogen or a conventional electron-withdrawing group, particularly -SO3H or a salt thereof; n is 2, 3, or 4; m is 2, 3, or 4; and p is 2 or 3. The present compounds are useful as specific sequestering agents for actinide (IV) ions. Also described is a method for the 2,3-dihydroxybenzamidation of azaalkanes.

Inventors

  • 👤 Frederick L. Weitl
  • 👤 Kenneth N. Raymond

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 06:56
CPC Classifications
C; C07; C07D; C07D257/00; C07D257/02

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 134 words
A method for the 2,3-dihydroxybenzamidation of a tetraazaalkane which comprises: reacting a tetraazaalkane of the formula: ##STR5## where: n is 2, 3 or 4, m is 2, 3 or 4, and p is 2 or 3, or of the formula: ##STR6## where n is 2, 3 or 4 and m is 2, 3 or 4, with a 2,3-dioxomethylenebenzoyl chloride or 2,3-dimethoxybenzoyl chloride of the formula: ##STR7## wherein X is hydrogen, --SO 3 H or a salt thereof, or --NO 2 , in the presence of at least one reaction moderator to form the corresponding amide of said tetraazaalkane and which amide has the formula: ##STR8## where n, m, p and X are defined above; reacting said amide of tetraazaalkane with boron tribromide or boron trichloride to form the corresponding catechol substituted amide of tetraazaalkane.
Claim 2
Independent Claim 134 words
A method for the 2,3-dihydroxybenzamidation of a tetraazaalkane which comprises: reacting a tetraazaalkane of the formula: ##STR5## where: n is 2, 3 or 4, m is 2, 3 or 4, and p is 2 or 3, or of the formula: ##STR6## where n is 2, 3 or 4 and m is 2, 3 or 4, with a 2,3-dioxomethylenebenzoyl chloride or 2,3-dimethoxybenzoyl chloride of the formula: ##STR7## wherein X is hydrogen, --SO 3 H or a salt thereof, or --NO 2 , in the presence of at least one reaction moderator to form the corresponding amide of said tetraazaalkane and which amide has the formula: ##STR8## where n, m, p and X are defined above; reacting said amide of tetraazaalkane with boron tribromide or boron trichloride to form the corresponding catechol substituted amide of tetraazaalkane.
Claim 3
Dependent Claim 19 words
A method as in claim 1 wherein the azaalkane is a tetraazaalkane and the corresponding 2,3-dihydroxybenzoylazaalkane is a tetra(2,3-dibenzoyl)tetraazaalkane.
Claim 4
Dependent Claim 22 words
A method as in claim 2 wherein the azaalkane has the formula ##STR9## where n, m, and p are 2 or 3.
Claim 5
Dependent Claim 22 words
A method as in claim 1 wherein the tetraazaalkane has the formula ##STR10## where n and m are 2, 3, or 4.

References Cited (Backward Citations)

GB818299A Cited
US3013060A Cited
GB1529150A Cited
US4181654A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-09-23 1989-03-25 1989-09-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-09-23 1993-03-25 1993-09-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-09-23 1997-03-25 1997-09-24 $7700.00 Window Closed / Lapsed

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