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US4423229A Expired / Lapsed US ⏱️ 0.0 years remaining

Composition of matter and process

Assignee: Pharmacia and Upjohn Co
•
Filing: 1982-02-08
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Granted: 1983-12-27
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Expires: 2002-02-08
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Abstract

Abstract Novel antibacterially-active compound, 1,2,8,8a-cyclopropa[ c]-benzo[1,2-b:-4,3-b']dipyrol-4(5H)-one, prepared by a novel chemical process. This compound, as well as antibacterially-active intermediates, can be used to eradicate or control susceptible bacteria, for example, B. subtilis, K. pneumonia, S. lutea, S. aureus, and M. avium.

Inventors

  • 👤 Wendell Wierenga

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 22:23
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/06; C07D209/00; C07D209/02; C07D209/04; C07D209/10; C07D209/12

Claims Analysis

Total Claims: 2
Claim 1
Independent Claim 146 words
A process for preparing a compound of the formula wherein R 2 and R 3 are hydrogen, alkyl of from 1 to 5 carbon atoms, inclusive, and phenyl; R 4 is selected from the group consisting of SO 2 R 2 , SO 2 CH 2 COphenyl, CO 2 CH 2 Z where Z is selected from the group consisting of CH 2 I, CCl 3 , CH 2 SO 2 R 2 , phenyl, and fluorenylmethyl, which comprises reacting a compound of the formula ##STR3## wherein R 2 , R 3 , and R 4 , are as defined above, and X is selected from the group consisting of OSO 2 R 2 , Cl, Br, and I, with triphenylphosphine/carbon tetrahalide, concentrating the reaction mixture in vacuo to a concentrate and applying said concentrate to a thick-layer silica gel plate to give the desired compound.
Claim 2
Dependent Claim 146 words
A process for preparing a compound of the formula wherein R 2 and R 3 are hydrogen, alkyl of from 1 to 5 carbon atoms, inclusive, and phenyl; R 4 is selected from the group consisting of SO 2 R 2 , SO 2 CH 2 COphenyl, CO 2 CH 2 Z where Z is selected from the group consisting of CH 2 I, CCl 3 , CH 2 SO 2 R 2 , phenyl, and fluorenylmethyl, which comprises reacting a compound of the formula ##STR3## wherein R 2 , R 3 , and R 4 , are as defined above, and X is selected from the group consisting of OSO 2 R 2 , Cl, Br, and I, with triphenylphosphine/carbon tetrahalide, concentrating the reaction mixture in vacuo to a concentrate and applying said concentrate to a thick-layer silica gel plate to give the desired compound.

References Cited (Backward Citations)

US4351842A Cited
US4169888A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-12-26 1987-06-27 1987-12-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-12-26 1991-06-27 1991-12-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-12-26 1995-06-27 1995-12-27 $7700.00 Window Closed / Lapsed

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