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US4058563A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel schiff bases

Assignee: Pharmacia and Upjohn Co
•
Filing: 1977-03-28
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Granted: 1977-11-15
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Expires: 1997-03-28
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Abstract

Abstract A process is described for isomerizing the cis,cis- and cis,trans-isomers of di-(p-aminocyclohexyl)methane to the corresponding trans,trans-isomer. The starting isomer, or mixture of isomers, is converted to the corresponding bis-benzaldimine by reaction with benzaldehyde (or benzaldehyde containing 1 to 3 inert substituents), the bis-benzaldimine is isomerized in the presence of a basic catalyst (potassium t-butoxide, potassium hydroxide preferred) to give predominantly the trans,trans-isomer of the bis-benzaldimine, and the latter is subjected to acid hydrolysis to yield the trans,trans-isomer of the free diamine. The process can be applied to the individual cis,cis- and cis,trans-isomers of the diamine as well as to admixtures of these isomers with the trans,trans-isomer, such as the mixtures of these stereo-isomers obtained by catalytic hydrogenation of di-(p-aminophenyl)methane.

Inventors

  • 👤 Reinhard H. Richter

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 12:20
CPC Classifications
—

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 4 words
The bis-benzaldimine of cis,cis-di-(p-aminocyclohexyl)-methane
Claim 2
Dependent Claim 4 words
The bis-benzaldimine of cis,cis-di-(p-aminocyclohexyl)-methane
Claim 3
Dependent Claim 5 words
The bis-benzaldimine of trans,trans-di-(p-aminocyclohexyl) methane.
Claim 4
Dependent Claim 5 words
The bis-benzaldimine of trans,trans-di-(p-aminocyclohexyl) methane.
Claim 5
Dependent Claim 4 words
The bis-benzaldimine of cis,trans-di-(p-aminocyclohexyl)-methane.
Claim 6
Dependent Claim 4 words
The bis-benzaldimine of cis,trans-di-(p-aminocyclohexyl)-methane.

References Cited (Backward Citations)

US2951832A Cited
US3152182A Cited
US3876702A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-11-14 1981-05-16 1981-11-15 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-11-14 1985-05-16 1985-11-15 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-11-14 1989-05-16 1989-11-15 $7700.00 Window Closed / Lapsed

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