§
Luxuse
Patent Intelligence
Sign In
Patent US2861837A successfully refreshed from Google Patents.
Patent US3901920A successfully refreshed from Google Patents.
← Back to Patent Explorer
US3901920A Expired / Lapsed US ⏱️ 0.0 years remaining

1,5-dioxaspiro(5.5)+0 undecanes

Assignee: STWB Inc
•
Filing: 1974-04-19
•
Granted: 1975-08-26
•
Expires: 1994-04-19
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract 3-R-3-(Ac2NH)-9-R''-9-(Ac1NH)-1,5-dioxaspiro(5.5)undecane (I), where R and R'' are each hydrogen or lower-alkyl, Ac1 is loweralkanoyl or 4-Q1-benzoyl and Ac2 is 4-Q2-benzoyl where Q1 and Q2 each is lower-alkoxy or polyhalo-lower-alkoxy, are antifertility agents. The compounds are prepared by di-acylating 3-R-9-R''-1,5dioxaspiro(5.5)undecan-3,9-diamine (II) or mono-acylating 9(Ac1NH)-3-R-9-R''-1,5-dioxaspiro(5.5)undecan-3-amine (IV). IV and II are prepared by oxidizing 4-(Ac1NH)-4-R''-cyclohexanol (VI) to produce 4-(Ac1NH)-4-R''-cyclohexanone (VII), reacting VII with 2NO2-R-1,3-propanediol to produce 3-R-3-NO2-9-(Ac1NH)-9-R''-1,5dioxaspiro(5.5)undecane (VIII), reducing VIII to produce the corresponding 3-amine (IV) and hydrolyzing IV to the corresponding 3,9-diamine (II). Methods of preparing VI are shown.

Inventors

  • 👤 George Y Lesher
  • 👤 Karl O Gelotte
  • 👤 Alexander R Surrey

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 16:58
CPC Classifications
C; C07; C07D; C07D319/00; C07D319/04; C07D319/08; C07D267/00; C07D267/02; C07D267/06

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 5 words
A COMPOUND OF THE FORMULA
Claim 2
Dependent Claim 5 words
A COMPOUND OF THE FORMULA
Claim 3
Dependent Claim 14 words
A compound according to claim 1 where R'' is hydrogen and R is lower-alkyl.
Claim 4
Dependent Claim 14 words
A compound according to claim 2 where Ac1 is lower-alkanoyl and Ac2 is 4-(polyhalo-lower-alkoxy)benzoyl.
Claim 5
Dependent Claim 13 words
A compound according to claim 2 where Ac1 and Ac2 are each 4-(polyhalo-lower-alkoxy)benzoyl.
Claim 6
Dependent Claim 13 words
A compound according to claim 2 where Ac1 and Ac2 are each 4-(lower-alkoxy)benzoyl.
Claim 7
Dependent Claim 6 words
N,N''-(3-methyl-1,5-dioxaspiro(5.5)undecan-3,9-diyl)bis(4 -trifluoromethoxybenzamide) according to claim 4.
Claim 8
Dependent Claim 6 words
N-(9-acetamido-3-methyl-1,5-dioxaspiro(5.5)undecan-3-yl) -4(trifluoromethoxy)benzamide according to claim 3.
Claim 9
Dependent Claim 6 words
N-(9-acetamido-3-ethyl-1,5-dioxaspiro(5.5)undecan-3-yl)-4 -(trifluoromethoxy)benzamide according to claim 3.
Claim 10
Dependent Claim 5 words
N,N''-(3-methyl-1,5-dioxaspiro(5.5)undecan-3,9-DIYL)BIS(4-methoxybenzamide) according to claim 5.
Claim 11
Dependent Claim 5 words
A COMPOUND OF THE FORMULA
Claim 12
Dependent Claim 5 words
A COMPOUND OF THE FORMULA
Claim 13
Dependent Claim 17 words
A compound according to claim 10 where R'' is hydrogen, R is methyl and Z is NO2.
Claim 14
Dependent Claim 17 words
A compound according to claim 10 where R'' is hydrogen, R is methyl and Z is NH2.
Claim 15
Dependent Claim 10 words
A compound according to claim 10 where Ac3 is 4-methoxybenzoyl.
Claim 16
Dependent Claim 10 words
A compound according to claim 10 where Ac3 is 4-trifluoromethoxybenzoyl.

References Cited (Backward Citations)

US2368071A Cited
US2370586A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-08-25 1979-02-24 1979-08-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-08-25 1983-02-24 1983-08-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-08-25 1987-02-24 1987-08-26 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag